CN101316603A - Processes for obtaining lignan extracts and compositions containing the lignan extracts - Google Patents
Processes for obtaining lignan extracts and compositions containing the lignan extracts Download PDFInfo
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Abstract
Processes for obtaining lignan extracts from plant materials are disclosed. Compositions including lignan extracts as well as uses of the lignan extracts are also disclosed.
Description
Technical field
The present invention relates to from vegetable material, obtain the method for lignan extract.The invention still further relates to compositions that contains the lignan extract that obtains from method described herein and the using method that comprises the compositions of lignan extract.
Background technology
Lignan is a secondary plant metabolites, produces from shikimic acid by the plain approach of phenylpropyl alcohol.They are derived from the flavonoid precursor and be responsible for helping plant to resist pathogen and predator.Lignan is defined as has 2, the chemical compound of 3-benzhydryl butane structure, and comprise Semen Podocarpi Macrophylli lipidol, secoisolarciresinol, lariciresinol, isolarisiresinol, nordihydroguaiaretic acid, (+)-Pinoresinol, olivil and other chemical compound and its variant, comprise two (Portugal) glucosides.
Semen Lini (linum usitatissimum) may be the abundantest source of phytoestrogen lignan.The elementary lignan of finding in the Semen Lini be in the plant as native state conjugation secoisolariciresinol diglucoside (SDG) stock 2, two (3-methoxyl group-4-hydroxybenzyl) butane-1 of 3-, 4-glycol (secoisolarciresinol).These phytoestrogens that Semen Lini contains exceed 75-800 doubly than other any vegetable food product.The plant lignan, the catechu nordihydroguaiaretic acid is the former used effective antioxidant of food industry.
The plant oxybenzene compound combines appearance as free monomer or with other plant compound, thereby forms ester or glucoside.Phenol acid is known to have antioxidant activity.Phenol composition main in the Semen Lini is coumaric acid (4-glucityl-cinnamic acid), caffeic acid (3-hydroxyl-4-glucityl-cinnamic acid), ferulic acid (3-methoxyl group-4-glucityl-cinnamic acid) and meglutol by report.These chemical compounds have non-oxidizability and hypercholesterolemia courage and uprightness.
Many reports have proved the phytochemistry benefit of Semen Lini lignan in the document.Rickard etc. have reported with 5% Semen Lini dietary level and have supplied with carcinogenesis (the Proceedings of the 57 th Flax Institute of theUnited States that the purification lignan significantly reduces colon and mammary gland in the animal, (Fargo, N.D.): 8-13 (1998)).Dema rk-Wahnefried etc. has reported also that Semen Lini augments can (Demark-Wahnefried etc., Adult Urology 58 (1): 47-52 (2001)) to carcinoma of prostate useful influence biology.
In addition, reported the development (Prasad of lignan 71% ground prevention I type and type ii diabetes, K-Proc.of the American Diabetes Association, (1999)), but lignan does not influence heart rate (U.S. Patent No. 6 as the blood pressure lowering agent blood pressure lowering, 498,145), lignan is to resisting effectively (U.S. Patent No. 5 of lupus nephritis, 827,256), reach lignan and alleviate the development of atherosclerosis that hypercholesterolemia causes in the animal (Atherosclerosis 132:69-76 (1997)), also have many about possible antioxidant (Mol.﹠amp; 202:91-100 (1999)) and the report of anticancer character (Anticancer Research 18:1405-1408 (1998)) Cell.Biochem..
Grind fully or the Semen Lini of defat form has mixed in animal feed and the food as bread, cookie, bagel and muffin.It also is used for augmenting the fiber level (WO00/19842) of meat products.Yet available quantity is controlled because the existence of high oil content of Caulis et Folium Lini and vegetable mucilage causes too much heat to be taken in and hypocatharsis (WO 96/30468).
Another relevant issues of using Caulis et Folium Lini in food are the toxicity of the cyanogenetic glucoside that exists in the Semen Lini.Cyanogenetic glucoside is nitrogenous secondary plant metabolite, if consumed excessively its damage that can cause goiter problem, human organ, cyanide toxicity or the rhodanate influence possible to thyroid for a long time.These glucosides are important natural toxins among animal and human's body threpsology.They have the distinctive help of Semen Lini animal and resist the character of taking in selenic toxic effect (Smith, etc., J.Org.Chem., 45:507-510 (1980)).The main cyanogenetic glucoside that exists in the Semen Lini is linustatin, neolinustatin and linamarin, and linustatin accounts for the 54-76% of total cyanogenetic glucoside amount.Known enrichment (Maaza and the Oomah that gives linseed meal defat all individual cyanogenetic glucosides of generation on heavy bases such as meals with hexane, in Flaxseed in Human Nutrition, Cunnane and Thomson eds.AOCSPress, Champaign, III.1995).Thereby, be vital with other compound separation that exists in cyanogenetic glucoside and Caulis et Folium Lini.
Document has been reported the method for preparing lignan and other oxybenzene compound.1956, Bakke and Klosterman described a kind of method (Proceedings of the North Dakota Academy ofSciences 10:18-22 (1956)) of extracting lignan with the methanol dioxane from defat Caulis et Folium Lini.Yet known lignan occurs as " complex " with cinnamic acid glycosides and other chemical compound in Caulis et Folium Lini.Therefore, original lignan means " polymer " in Caulis et Folium Lini.Feldalat NM and barium methoxide are used for Methanol Decomposition with lignan and other compound separation (Blake and Klosterman; Thompson etc., Nutr.Cancer26:59-165 (1996)).All lignans that almost exist in the Semen Lini are as the component appearance of the complex of solvable ester bond connection and not with free glucosides or aglycone appearance (Muir etc., Proc.of the 58 th Flax Institute of the US, Fargo, N.D., 1999).At Muir, can find in the supra. U.S. Patent No. 5,705,618 that the detailed comment of various extraction lignans and cinnamic acid method and PCT apply for that WO 96/30468 and WO 00/78771 have also described the method for preparing the complex that contains lignan.Yet; these method defectiveness are because they owing to be difficult to realize required separation and do not contain as the purification of the complex dicyandiamide solution of ethyl acetate/water being the commercialization large-scale production, and are difficult to use the method such as the size exclusion chromatograph of chromatographic technique or costliness to separate.U.S. Patent No. 6,767,565 have described the method for using film and resin chromatography method purification lignan.Yet this method is used the resin and the film of poor stability in the expensive ethanol.
Thereby, need more effective separation lignan and comprise the method for compositions of those lignans.
Summary of the invention
In the embodiment, a kind of compositions comprises the lignan extract that contains the 20-45% secoisolariciresinol diglucoside.Said composition also comprises 50mg or lower cyanogenetic glucoside/100g compositions.
In another embodiment, a kind of compositions comprises that having content is less than the first lignan extract of 50% secoisolariciresinol diglucoside and has the second lignan extract of content more than 50% secoisolariciresinol diglucoside.
In the further embodiment, a kind of method of producing the lignan extract comprises that the vegetable material that will contain lignan contacts with extracting solvent, thereby forms extraction solution.This method comprises that also use isolates the part that is rich in lignan and use the aqueous solution flushing to be rich in the part of lignan based on the separation equipment of density from extract solution.This method may further include the part that drying is rich in lignan.
Also disclose compositions or lignan extract have been used for the cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, blood pressure lowering, or the purposes of minimizing alopecia or male pattern alopecia.Further described the purposes that compositions or extract are used to prepare the medicine for the treatment of these diseases.
Invent further aspect and relate to the compositions of the lignan component that contains the said method acquisition and the usage of prescription and these compositionss and prescription.
Description of drawings
The molecular weight distribution that the lignan that Figure 1A to Fig. 1 D is to use the inventive method to produce extracts.
Fig. 2 shows flow chart that extracts the embodiment step of lignan method of diagram the present invention.
Fig. 3-the 4th, T-CHOL (TC) reduces the figure of ability in a lignan extract of the diagram the present invention embodiment.
Fig. 5-the 6th, low-density lipoprotein cholesterol (LDLC) reduces the figure of ability in a lignan extract of the diagram the present invention embodiment.
Fig. 7-the 8th, a lignan extract of diagram the present invention embodiment middle-high density lipoprotein cholesterol (HDLC) improves the figure of ability.
Fig. 9-the 10th, triglyceride (TG) reduces the figure of ability in a lignan extract of the diagram the present invention embodiment.
Figure 11 is the figure that shows the blood plasma level of patient's lignan metabolite for the treatment of with a lignan extract of the present invention embodiment.
Detailed Description Of The Invention
The research of isolated or purified lignan extract is also continuing. Transfer Decatur, Illinois, United States Patent (USP) 6,767,565 (its of Archer Daniels Midland company Full content is incorporated herein by reference) the use film has been described and resin obtains from linseed Get the lignan extract. The present invention relates to improving one's methods of a kind of isolated or purified lignan extraction. In each embodiment, disclosure of the Invention obtain the lignan extract and contain the lignan extract Method of composition and uses thereof.
In the embodiment, a method can comprise and will contain the vegetable material of lignan and carry Get solvent contact to obtain to comprise the extract that contains lignan and the extraction solution that extracts solvent, from Isolate the vegetable material solid in the described extraction solution, reduce to extract that microbial components contains in the solution Amount, the extraction solvent of removing 0-100% from extract solution, while add in extracting solution and contain Water diluent, wherein lignan is therefrom obtained.
Another embodiment, a kind of method that obtains lignan can comprise and will contain lignan Vegetable material with extract solvent and contact to obtain to comprise the extract that contains lignan and extract solvent Extract solution, from extract solution, isolate the plant source solid, reduce and extract microorganism in the solution Constituent content, will extract solution contact with polymeric adsorbent, with containing containing of water diluent flushing absorption The extract of lignan, elution contain the extract of lignan, therefore acquisition contains the chemical combination of lignan Thing and choose the pH of the lignan that adjustment disengages before dry wantonly.
A further embodiment, a kind of technology comprise obtain lignan from vegetable materials Method, comprising: the vegetable material that will contain lignan with extract solvent and contact to obtain to comprise and contain The extract of lignan and extract solvent extraction solution, from described extraction solution, isolate and plant Thing material solid, reduction are extracted microbial components content in the solution, are removed from extract solution The extraction solvent of 0-100%, simultaneously in extracting solution, add and contain water diluent, lignan wherein Therefrom obtained.
In the embodiment, vegetable material such as flax, linseed or degreasing flax can be by appointing What suitable method is as grinding, crush and/or shredding and pulverized. The vegetable material of pulverizing can be with closing Suitable extraction solvent such as alcohol extracting. Alcohol can be aqueous alcohol or moisture fatty alcohol. Suitable alcohol can To be selected from methyl alcohol, ethanol, isopropyl alcohol or its any combination. In another embodiment, can make Use aqueous acetone solution. Determining alcohol should be in 50-80 volume % scope, such as Westcott and Muir, " Medicinal Lignans from Flax Seed ", Phytochemicals and Phyto-pharmaceuticals, AOCS Press, Champaign, III., 2000 is described, And but 60-70 volume %.
Certain is raw materials used in the embodiment of defat linseed meal, and material crushed can be screened and the larger particles formed with the fines removing this method and produce and fines of sucking-off, and it will drop in the time of in being placed into extractor.This fines may cause the problem of some subsequent extracted steps.The sieve with mid portion that is used to produce the lignan extract that can be used in combination two kinds of different apertures is finished screening.Screening is to remove roughage, and it may contain the fat lump of rubbish, agglomerating fines and soap raw material in the defat linseed meal.In the embodiment, 600 microns first sieve can be used to screen the defat linseed meal jointly with 2500 microns second sieve.The linseed meal that keeps between two sieves partly can be used for producing the lignan extract.Fine-structure mesh also can be used for removing the fines granule that stops up the extractor sieve and reduce the diafiltration ratio.Intermediary sieve cutter can be sucked out and " gently " part is collected." gently " part in the aspirator is to provide more resistances also therefore to form the part of air-flow to air movement typically.Sometimes also use dual suction.The SDG of accumulative erose kind of shell sheet is higher than also in the light fraction provides the more thick and heavy granule that also removes as " weight " part than slight drag to air-flow.Erose kind of shell sheet prevents that also the extractor filtering residue is pressed on together.The product of the method filters well in liquid-solid extractor (for example those are from Crown Ironworks, and Minneapolis MN is available) and does not stop up and be used to discharge the sieve that extracts solvent.The part than low-density/big air drag is easily determined and should guarantee to remove to puffing regimens from the granule of more thick and heavy/less air drag by those skilled in the art.
In some other embodiment, the vegetable material that is used to obtain the lignan extract can be selected from: Semen Cucurbitae, the plant of fibre rich is as including but not limited to Semen Tritici aestivi, Fructus Hordei Vulgaris or avenaceous corn, beans such as Kidney bean, Radix Crotalariae szemoensis or Semen sojae atricolor, vegetable such as Bulbus Allii, Germinatus Phragmitis, Brassica oleracea L. var. botrytis L. or Radix Dauci Sativae.
Can under suitable temperature, extract so that the growth of the deleterious microbial compounds of possibility reduces to minimum and be convenient to extract the lignan complex from vegetable material.Make microorganisms grow reduce to minimum suitable temperature in room temperature between the solvent boiling point as between 40 ℃ to 70 ℃ or between 50 ℃ to 60 ℃.
The extraction solvent should be fit to stir mixture with the ratio of comminuted plants material.This ratio can be 1: 1 to 8: 1ml solvent/gram comminuted plants material.Another ratio be 2: 1 to 6: 1ml solvent/gram comminuted plants material.
The persistent period of extracting method is about 4-8 hour.In another embodiment, extraction can be carried out about 5 to 7 hours.When using high-temperature, extraction time can be 6 hours.In another embodiment, the current system that method can those skilled in the art be understood or the continuous-mode of reverse current mode carry out.Obtaining from linseed meal, the holdup time of suitable extract can change.This time can and be extracted solvent and determine with the ratio of pulverizing vegetable material by time, temperature.Extraction time can change between 0.1 hour to 10 hours.In another embodiment, in the reverse current extractor, can use 0.75 hour holdup time.
This extracting method causes forming and comprises the extraction solvent that contains required lignan component and the mud of solid vegetable material.Finish after the extraction process, produce the liquid part (hereinafter referred to as extracting solution) of mud, it contains required lignan complex, can separate with the solid vegetable material.Separation is can be any known removes solid suitable method and carries out from liquid.The example of appropriate technology includes, but are not limited to, and filters, precipitates, deposits, leaves standstill, centrifugal and its combination in any.Use when filtering, the hole of film, filter or sieve or width of mesh are according to the size selection of desiring to remove material.The type of film filter is to select according to the film filter and the compatibility of the solvent that is used for extracting method.
When vegetable material was Caulis et Folium Lini, Caulis et Folium Lini was expanded to extract thereupon and absorbs a large amount of solvents when finishing when observing extraction.Thereby mud forms the wet-milling cake, and it can be tightened up and/or squeeze to remove water-alcohol extraction from solid vegetable material component.Thereby in one embodiment, the wet-milling cake can extract solution with acquisition by squeezing as with pressafiner.This has improved the output that obtains the lignan complex from Caulis et Folium Lini wet-milling cake greatly.
For the output of further raising extraction solution, also can use pressafiner, wherein as filtering, precipitate, deposit, leave standstill and/or the centrifugal isolation technics that is used as with the vegetable material solid with after extracting solution separating.
The extraction solution that produces can be by further purifying it to reduce in the solution microorganism composition level and/or remove any residual solids of not removing from initially-separate by film filter.A kind of film filter type that is used for this purification can be nylon filter, yet the adequate types of any filter is all available.In the embodiment, the minimizing percentage ratio of content of microorganisms between about 90-100%, 90%, 95%, wherein may be about 98-100%, also may be 99.9%.
The nylon membrane filter can have the pore size of 0.1-10 μ m or 0.2-10 μ m.Film cartridge filter with similar pore size value also can use.The clarification that produces extract solution can according to but be not limited to a following embodiment and further handle.
The alcohol extraction solvent can extract the solution from clarification and remove (being air stripping), as passing through evaporation.Observe by evaporation and concentration extraction solution and cause forming coalescent sedimentary thick adhesion coating rapidly.
For fear of the influence of vaporize draw solvent and the good processing of required extract, can during extracting solvent evaporation/air stripping, add moisture diluted and extract solution.In the embodiment, containing water diluent can be water.Thereby extracting in the solution most of solvent that extracts if necessary can be removed.Like this, can add the dilution factor that water is kept required extract during the evaporation/air stripping step.
In the embodiment, the solution of extract of generation (being the supernatant water layer) can be dried to obtain powder.Dry can carrying out including, but not limited to evaporation, vacuum drying, lyophilization, spray drying or its combination in any by any suitable method.
In another embodiment, in order to obtain more nonhygroscopic product, behind pure content in dilution and/or the evaporation minimizing clarification extraction solution, the extraction solution of generation can carry out ultrafiltration to remove the saccharide (cyanogenetic glucoside for instance) that wherein exists.Can use the water diluent that contains of at least two filter capacity to carry out ultrafiltration to remove cyanogenetic glucoside and other non-chemical compound that needs.In the embodiment, containing water diluent can be water.
Suitable ultrafiltration membrance filter device includes for example for example zirconium oxide, aluminium oxide or ceramic material of polysulfones, polyacrylonitrile, cellulose acetate or inorganic material of organic polymer or copolymer.According to the molecular weight distribution of required lignan product, can use molecular cut-off (MWCO) less than 5,000 film filter; Or in another embodiment, can use 1, the film filter of 000MWCO.
Because polymeric film poor stability (Shukla, R.Ph.D.Thesis, University of Illinois at Urbana-Champaign, 2000) in the high concentration alcoholic solution also can reduce determining alcohol as evaporation by water dilution or air stripping alcohol.Thereby the extraction solution of the reduction alcohol content of generation does not have negative influence to the operation of film filter.
The ultrafiltered retentate that produces does not produce the cyanogen saccharide in fact and contains the required lignan extract of relative purified form.Ultrafiltered retentate can be directly or by one or more following technology: drying after vacuum drier, microwave dryer, radio-frequency seasoning machine and/or freezer dryer evaporation further concentrate.For example vacuum drying can be finished under absolute pressure 5-20 millibar, holdup time 25-40 minute and evaporating temperature 95-115 degrees Fahrenheit.Can use vacuum belt drier to finish drying under these conditions.
Vacuum belt drier comprises that has a frame that is used for transmitting product to be dried built-in conveyer belt to the hot plate.Automatically accurate ribbon gymnastics work is guaranteed in band control.This drying machine can be used to from Merk Process (Laufenberg, Germany).Band between mutually parallel and dosing pump that have a vibration applications nozzle distribute to each and independently control band.The variation of boiling point provides low evaporating temperature under the vacuum, and therefore provides gentle product temperature.The product that but pump is inhaled during the dried is in height viscous, the phase place of viscosity usually usually, and it may cause forming in the product steam bubble, and dried when finishing dried slag stay on tape.The temperature that gives product during the dried has appreciable impact to product quality.Tape running passes through many thermals treatment zone and moves through the cooling zone endways.Steam, pressure (hydraulic) water or deep fat can be used for heating, and each district can be controlled respectively, to allow the particular requirement of area of heating surface thermoregulation to the product that is dried.Utilize this drying machine to reduce the loss of product quality and reduced unnecessary painted formation, and the product of free-flow shelf stable is provided.
In another embodiment, extract solution and can use moisture diluted, and be not to remove the extraction solvent, but the extraction solution of dilution can carry out ultrafiltration to remove saccharide and other impurity.
In another embodiment, disclosure of the Invention obtain the method for lignan extract, comprise: the vegetable material that will contain lignan contacts with the extraction solvent to obtain to comprise extract that contains lignan and the extraction solution that extracts solvent, from extract solution, isolate the plant source solid, reduce and extract microorganism constituent content in the solution, to extract solution contacts with adsorbent resin, with the extract that contains lignan that contains water diluent flushing absorption, elution contains the extract of lignan, thereby adjust the pH that disengages lignan before acquisition lignan and the optionally drying.
In another embodiment, clarification is extracted solution and can be handled with adsorbent resin batch processing or continuous column chromatography type.Extract is applied to adsorbent resin and washs to remove living cyanogen saccharide and other impurity with containing water diluent.Containing water diluent can be water.
The lignan complex that adsorbs on the resin can use aqueous alcohol (25-85 ℃ of following 20-100 volume %) gradient or single percentage ratio to handle dilution.Alcohol can be selected from, but is not limited to, methanol, ethanol, isopropyl alcohol or its combination in any.The material that produces can pass through for example evaporation, vacuum drying, lyophilization, spray drying or its combination in any drying to produce the product of the about 20-45 weight % lignan of base by weight.The pH that has found to adjust the product of chromatographic isolation does not destroy the lignan complex, but promotes product drying.Available any suitable acid reagent or alkaline reagent are adjusted pH.In the embodiment, adjustment disengaged the pH of lignan complex extremely between about 3.0 to about 9.0 before adjustment pH can be included in dry products.In another embodiment, pH can tune between about 7.5 to about 8.0.
Available appropriate resin is selected from, but is not limited to, polymethacrylates, vinyl xylene, ethyl vinyl benzene (ethylvinylbenze)-divinylbenzene, styrene-divinylbenzene, polystyrene or phenol formaldehyde polymers, and can be ionic or non-ionic.
In another embodiment, extract solution and can before handling, use moisture diluted with adsorbent resin.Containing water diluent can be water.
In another embodiment, can adjust the pH that extracts solution to about 3.0 between about 9.0 values.In the embodiment, pH is between about 7.5 to about 8.0.Found that adjusting pH with any suitable acidity or alkaline reagent does not destroy the lignan complex, but promoted lignan product drying thereupon.
In another embodiment, the lignan extract is as production as described in the flow chart of Fig. 2.Use normal hexane extraction that the Semen Lini (Linum uistatissimum) of crushing is removed the acquisition defat linseed meal that deoils.The defat linseed meal that desolventizes can be chosen machinery (that is physics) wantonly and sort out the suitableeest particle size/shape.This classification can be finished by the combination of screening described herein and suction.Classification that desolventize and optional, the defat linseed meal can mix with the aquiferous ethanol that 45-75 ℃ of following ethanol accounts for 60-95 volume %.Ethanol/linseed meal mixture can filter any insoluble matter that produces in the ethanol soluble extract to remove.
The ethanol soluble extract can vaporising under vacuum fully to remove all ethanol.According to the temperature that evaporation takes place, vacuum can be adjusted to can remove ethanol.The soluble extract that contains the lignan complex of evaporation can be isolated from solvable and suspensible soluble impurity.In the embodiment, available based on density separation equipment or centrifugation apparatus (for instance, hydrocyclone or continuous centrifuge) separate lignan complex and solvable and suspensible soluble impurity (promptly, non-lignan material), with coalescent and/or deposit the viscous liquid that is rich in the lignan complex, its can from centrifugation apparatus separate supernatant decant come out.It is coalescent that this method also can be called deposition.
In another embodiment, can the lignan complex be separated with solvable and suspensible soluble impurity by precipitation, deposition or coalescent lignan complex.Precipitation or the use of leaving standstill groove compare centrifugal or the type hydrocyclone system more economical because do not comprise mechanical part.In addition, precipitation, deposition or the coalescent lower cost basis that simply provides for manufacturing a product.Can pump in the groove by soluble extract that will evaporation and allow lignan complex deposition, coalescent or weigh down to trench bottom precipitate, deposition or coalescent.In other embodiment, can be by adjusting precipitation, the deposition or coalescent that pH helps the lignan complex.In another embodiment, can use separate with filter lignan complex and solvable and suspensible soluble impurity.Any this filter known in the art can be used and include, but are not limited to polymer or inorganic filter.The pore size of this filter can be at 0.01 micron to 100 micrometer ranges.
The process intermediates that contains lignan can be washed by process intermediates is contacted with the citrate aqueous buffer solution.The developing technique intermediate is removed cyanogenetic glucoside from the complex (established technology intermediate) that is rich in lignan.Citrate buffer can comprise that pH is about 5 0.1% citrate buffer, or is increased to about 10% citrate buffer.PH can for example change in the pH 3.0 to 6.0 at acid range and loses solvable lignan at utmost to remove cyanogenetic glucoside and minimum degree.In other embodiment, flushing lignan complex also can carry out under condition of neutral pH by water, or chelating agen is as selection, and chelating agen includes, but are not limited to, edetate (being EDTA).
With the complex drying that is rich in lignan of washing, choose wantonly under vacuum, adopt or do not adopt preheating.The exsiccant complex that is rich in lignan can be ground (promptly using Fitz pulverizer, beater grinder or other like device) to specific size and available polyethylene thin film, polyethylene drum packing by machinery and be used for transportation, places food or places capsule or tablet.In the embodiment, the complex that is rich in lignan can be 425 μ m (micron) or littler by the complex that is rich in lignan of grinding so that at least 90%.Can be by from ethanol evaporation, also adjust the ethanol that the alcoholic solution proof does not have rectification ground recirculation or utilizes evaporation more if needed in conjunction with dense poly-steam.
In another embodiment, oral in order to give the patient, the lignan extract is shaped, for example with the form of food additive, beverage additive, tablet, capsule, multicomponent nutritional supplement or its combination in any.For example, the lignan extract can be added in Semen Lini oil enriching substance, fish oil enriching substance, omega-3 fatty acid enriching substance or other dietary supplement that uses to the mankind.The lignan extract can be directly as food additive use or with can consume carrier and mixes and be used as food additive, food compositions, beverage additive or beverage composition for treating dental erosion.The non-limit example of food includes, but are not limited to, nutrition bar, cereals, fast food, thin slice, cookies, cookie, baked goods, milk product, pressure caked (essence) processed food, nougat or any other food.The lignan extract also can sneak into can consume food as give human food compositions, domestic animal or the animal foodstuff that uses or with can consume food and mix as giving human food compositions, domestic animal or the animal foodstuff that uses.
Also expect the lignan extract is made capsule, tablet, the liquid form of capsule sheet or conventional administration is to help treatment and cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, blood pressure lowering, or minimizing alopecia or the relevant situation of male pattern alopecia.The beverage that is rich in the lignan extract can be similar purpose preparation, allows individuality utilize the known benefit of lignan.Beverage includes, but are not limited to, Sucus Mali pumilae, Sucus Vitis viniferae, mossberry juice, orange juice, energy drink, sports drinks, for meals beverage, other fruit juice, any other soft drink and milk product such as milk, alcoholic beverage or its combination in any.
In another embodiment, the lignan extract can with any other chemical compound or food additive such as sterol, isoflavone, sweeting agent, protein isolate or concentrate, non-nutritive sweetener, solvable or insoluble fiber, Statins, vitamin E, proanthocyanidin, Saw Palmetto P.E, Pygeum extract, oleum lini, fish oil, vitamin B, vitamin C, tocopherol, plant sterol, polyphenol, catechin, anthocyanin, astaxanthin, glycosamine and combined in any combination thereof.
In the further embodiment, the lignan extract of producing with one of the inventive method can be used for cosmetics as in order to make great efforts to change the effect of Pigmented cosmetic, skin or epidermis.Cosmetics can be for as herein described oral and be shaped or topical application such as emulsion, sunscreen cream or other topical application.
Below non-limit embodiment further describe invention.Those skilled in the art will estimate that possible some of these embodiment change and reach within the scope of the present invention that various steps can applied in any combination in the method.
Specific embodiments
The lignan extract is as production as described in Fig. 2 flow chart.Use normal hexane extraction that the Semen Lini (Linum uistatissimum) of crushing is removed the acquisition defat linseed meal that deoils.The defat linseed meal that desolventizes can be chosen machinery (that is physics) wantonly and sort out the suitableeest particle size/shape as herein described.Classification that desolventize and optional, the defat linseed meal can mix with the aquiferous ethanol that 45-75 ℃ of following ethanol accounts for 60-95 volume %.Ethanol/linseed meal mixture can be chosen filtration wantonly to remove any insoluble matter, has obtained the ethanol soluble extract.
The ethanol soluble extract can vaporising under vacuum fully to remove all ethanol.Can pump in the groove by soluble extract that will evaporation and allow the coalescent and/or deposition of lignan complex or weigh down to trench bottom and precipitate or deposit.For example hydrocyclone or centrifuge are finished this separation based on the separation equipment of density also can to choose use wantonly.Can wash the process intermediates (Fig. 2) that contains the lignan complex by process intermediates is contacted with the citrate aqueous buffer solution.In the optional embodiment, contain organic acid for example the solution of acetic acid, Fumaric acid, lactic acid, ascorbic acid can be used.The complex that is rich in lignan that drying is rinsed under the optional vacuum, adopts or does not adopt preheating, or optional freezer dryer or the vacuum belt drier of using.Table 1 provides the analysis of the lignan extract of this embodiment production.
The lignan extract that obtains with methods described herein comprises SDG or β-D-glycopyranoside, (2R, 3R)-2, two [(4-hydroxyl-3-anisyl)] methyl of 3-]-1,4-butane two bases are two-(9Cl), have C
32H
46O
16Molecular formula and about 686.7 the molecular weight that calculates.The lignan extract can be that powder type also can be for brown, and " tea " sample aroma and flavor is slightly soluble in water under the neutral pH, and the appropriateness dissolving has agent of low hygroscopicity in 70% ethanol.
5 batches of lignan extracts of method preparation with this embodiment.These 5 batches of lignan extracts have following character:
Also analyze the cyanogenetic glucoside level with the lignan extract that this embodiment produces with methods described herein.The quantity that the typical case referrer consumes cyanogenetic glucoside is less than about 50mg/ adult/sky.As shown in table 1, the lignan extract contains 50mg or lower total cyanogenetic glucoside/100g lignan extract.
Using the method for embodiment 1 to produce variously is rich in the extract (that is lignan extract 1-6) of lignan and performs an analysis.The various products of analyzing are measured has following character:
Use various linseed meal and two kinds of process intermediates that are rich in the extract (that is, the lignan extract 7) of lignan, total Semen Lini, defat linseed meal, classification of the method production of embodiment 1 also to perform an analysis.The various products of analyzing are measured has following character as shown in table 3:
All analyzed products are hydrolyzed before analysis and analyze lignan and oxybenzene compound with HPLC.Hydrolysing step comprises product placed 56% methanol aqueous solution that contains 0.1M NaOH, 65 ℃ of heating one hour, again with the acetic acid neutralization of dilution.Use conventional method of analysis to carry out other measurement.
In case obtain from said method, the lignan product can add in food, beverage, nutrient formulation or the pharmaceutical formulation.The approach that prescription can be made any mankind of delivering medicine to or animal is formula of oral for example.In the embodiment, comprise that the prescription of gained lignan extract can comprise the lignan extract that 15-25wt% obtains by above-mentioned any method, 60-84wt% inserts component, the 1-25wt% diet is augmented nutrient.
In other embodiment,, place the lignan extract of food or other compositions can comprise about 7% to about 90%SDG according to the required use of lignan extract.
Embodiment 3
Place capsule or tablet to be used to deliver medicine to the patient lignan extract.Capsule or tablet can place container that the labelling of indication user lignan extract recommended dose or the bottle of explanation are for example arranged.In the different embodiments, recommended dose can be about 86-860mg lignan extract/sky, and it is 30-300mgSDG/ days approximately; Or in another embodiment, about 86-1720mg lignan extract/sky, it is 30-600mgSDG/ days approximately.When the lignan extract of this amount combined with excipient, inserts or other composition, the recommended dose of dietary supplement can be that about 250mg is to about 1.5 grams.Indication user lignan extract contains for example every 100g lignan of a small amount of cyanogenetic glucoside extract has the labelling of 50mg or lower total cyanogenetic glucoside or the explanation also can with dietary supplement or to contain the container of dietary supplement related.
Contain certain density SDG although various embodiment as herein described shows, obviously the concentration of SDG can change to those skilled in the art.For example, lignan or SDG content can change and be subjected to many factor affecting to include but not limited in the vegetable material in analyzed lignan extract source, the crop year, farming year of the kind of vegetable material, the place of vegetable material, vegetable material, are used to extract the extracting method or the hydrolysis of lignan extract and are used to measure SDG analysis on Content technology.For example, reported in the flax product SDG content between the 29-1055mg/100g seed or between the 200-1300mg/100g Semen Lini food.In addition, reported in different cultivars Caulis et Folium Lini SDG content in 0.96-3.15 μ mol/g scope.Thereby, use various embodiment described herein can obtain to have lignan extract or the compositions of any desired concn SDG in about 7-89% scope and use methods described herein that it is added in food, alimentation composition or the pharmaceutical composition.
In another embodiment, research uses centrifugation method to extract the effect of the lignan of producing with embodiment 1 in clinical experiment.8 weeks of plasma lipid of the double blinding design analysis hypercholesterolemiapatients patients (20 women, 35 male, age 28-79 year) of placebo are at random used in clinical experiment.The lignan extract is mixed with diet with following SDG dosage and augments tablet: give every patient's administration 0mgSDG (placebo), 300mgSDG and 600mgSDG every day.Shown in Fig. 3-6, compare 300mg and the remarkable hypercholesterolemia reducing of 600mgSDG therapeutic dose (TC) and low-density lipoprotein cholesterol (LDLC) with placebo.HDL-C shown in Fig. 7-8 (HDLC) also reduces.Triglyceride shown in Fig. 9-10 (TG) level also reduces.The blood plasma level of patient's lignan metabolite as shown in figure 11.
Clinical experiment also shown observe creatine in the treatment group, blood urea nitrogen (BUN), alanine aminotransferase (ALT) is similar with gamma glutamyltransferase (GGT) level and all these parameters all in normal range.The lignan of data show shown in the table 4 extract has no significant effect kidney or liver function.
In this embodiment, also analyzed the blood plasma level of patient's enteral lignanoid (being enterodiol and enterolactone).All patients' enterodiol blood plasma level average out to 8.0ng/ml in the matched group, all patients that accept 600mgSDG during augmenting are 229.8ng/ml (28 times differences), and are as described in Table 5.The lignan that the blood plasma level hint administration embodiment 1 of enteral lignanoid uses centrifugation method to extract and produces improves the enteral lignanoid of human patients and the blood levels of enterodiol.
The * meansigma methods does not comprise that baseline values has shown that the SDG enriching substance compares the influence of matched group.
In the further embodiment, research uses centrifugation method to extract the effect of the lignan of producing with embodiment 1 in clinical experiment.Measure of the research of lignan extract on one's body 60 male that tormented by the BPH situation to benign prostatic hyperplasia (BPH) and prostate specific antigen (PSA) influence.Use the double blinding design of placebo at random.The lignan extract is allocated amount in the dietary supplement into SDG in 0mg lignan extract (placebo) during 16 weeks, the 300mg lignan extract or the daily dose of the SDG in the 600mg lignan extract is provided.When 0 month, 2 months and 4 months, measure creatine, blood urea nitrogen (BUN), alanine aminotransferase (ALT) and gamma glutamyltransferase (GGT) level in the blood.Based on result shown in the table 6, the administration of lignan extract does not influence kidney or liver function in this research.
Observe the remarkable mitigation of secoisolariciresinol diglucoside to some BPH symptom.When 0 week, 8 weeks and 16 weeks, measure creatine, blood urea nitrogen (BUN), alanine aminotransferase (ALT) and gamma glutamyltransferase (GGT) level in the blood, observe zero difference between the treatment group.Based on the normal level of biological marker as shown in table 7, the result of this research shows that also the lignan extract does not have negative effect to kidney or liver function.
The general introduction result of quality of life (QOL), international prostate gland symptoms scoring (IPSS), the retardance grade of urinating is at table 8-9.Compare placebo, 600mgSDG treatment group obtains significantly improvement effect (p=0.0115) comprehensively in the QOL scoring.About 300mgSDG treatment group,, do not reach statistical significance (p=0.1377) although the QOL scoring has improved.The QOL scoring has and the similar statistical result of QOL scoring self (compare with placebo, 600mgSDG treatment and 300mgSDG treatment are respectively p=0.0085 and p=0.1248) from the percentage ratio variation of baseline.Remarkable therapeutical effect all appears on one's body in every group of patient.Yet SDG treatment group acts on stronger than placebo group on the QOL scoring reduces and has littler p value.
Collect the IPSS data based on 7 problems relevant with the experience of urinating.Each problem has all shown the symptom of urinating of patient's BPH experience.Each symptom is by from 0 to 5 scoring.Higher branch represents symptom more serious.Thereby the poorest IPSS can be 35.In this research, IPSS all significantly reduces in all groups.Between the treatment group, compare, do not reach comprehensively significantly effect with placebo.Yet after 4 months the treatment, the IPSS of 300mgSDG treatment group and 600mgSDG treatment group significantly is lower than placebo group (being respectively p=0.002 and p=0.018).Similar from the statistical result that the percentage ratio of baseline changes with the IPSS variation.About the data of 3rd month and 4th month, the percentage ratio IPSS reduction effect of 300mgSDG treatment group and 600mgSDG treatment group is slightly significantly (being respectively p=0.056 and p=0.081); And independent the 4th month data, the reduction effect of two treatment groups is significant (being respectively p=0.0414 and p=0.0412).The significance of noticing is main because the IPSS-reduction effect of placebo group descends after a period of time, is all keeping during the reduction of SDG treatment group acts on whole research simultaneously.
Effect in the appearance group in placebo group and the treatment group.Compare baseline, IPSS is the 2nd, 3 or significantly reduced in 4 months.Table 8 is IPSS percentage ratio delta datas from baseline.Two interior IPSS reduction effects of group that the treatment group all obtains highly significant, and placebo group does not have (table 8).
The retardance grade of urinating is used to specify patient's BPH the difficulty of urinating.The retardance grade of urinating comprises that one group is provided with the scoring of the identical symptom of urinating with IPSS.The retardance grade also constitutes the part of IPSS.Table 9 showed until 4th month compares the remarkable therapeutical effect of acquisition to the retardance grade with placebo, and 300mgSDG treatment group and 600mgSDG treatment group are respectively p=0.019 and p=0.012.Mainly the effect of treatment group keeps the significance that reaches owing to placebo is back to baseline to the reduction effect of blocking grade.In the group to the reduction effect of retardance grade, the 2nd, 3 or the data of 4 months 300mgSDG treatment groups and 600mgSDG treatment group compare with baseline and all significantly reduce (p＞0.005).About placebo group, only the data of 2nd month and 3rd month reach significant level (p＜0.05).Only observed the remarkable therapeutical effect (compare placebo, 300mgSDG treatment group and 600mgSDG treatment group are respectively p=0.024 and p=0.013) that reduces the retardance grade at 4th month.300mgSDG treatment group and 600mgSDG treatment group all represent group internal therapy effect (the every month equal p of data＜0.005) strongly.In the placebo group, only 3rd month data reach remarkable value (p＜0.05).
In another embodiment, research uses centrifugation method to extract the effect of the lignan of producing with embodiment 1 in clinical experiment.Direct study independent plant sterol during 8 weeks or combine influence with the lignan extract of clinical experiment to 25 male and 11 women's serum cholesterol.The double blinding of placebo at random is designed for to the patient and distributes following treatment group: placebo, 1.3g sterol, 1.3g sterol+300mg lignan extract.Measure creatine, blood urea nitrogen (BUN), alanine aminotransferase (ALT) and gamma glutamyltransferase (GGT) level in the blood in 0 week, 2 weeks, 4 weeks, 6 weeks and 8 weeks.In this embodiment, the concentration zero difference indication secoisolariciresinol diglucoside with interior these biological markers of treatment group between the treatment group does not have negative influence to kidney or liver function, shown in table 10A.The data show plant sterol reduces by 13.5% T-CHOL in conjunction with the lignan extract, reduces by 18.9% LDL-C, shown in table 10B-10D.
1Above-mentioned all average number averages are in normal range.
*L=lignan extract.
Compare baseline,
a=p＜0.05;
b=p＜0.01,
*L=lignan extract
Compare baseline,
a=p＜0.05;
b=p＜0.01,
*L=lignan extract
Compare baseline,
a=p＜0.05;
b=p＜0.01,
*L=lignan extract
Embodiment 7
In the further embodiment, in order to keep the constant basis of SDG in the lignan extract, the lignan extract that the lignan extract of first quantity for example uses the inventive method to obtain, promptly about 20-45%SDG, with for example abundant pure lignan extract of the lignan extract of second quantity, promptly have 90%SDG at least, mix.The United States Patent (USP) 5,705,618 of Westcott etc. discloses the lignan extract with 90%SDG, and full content is combination by reference.
Table 11 discloses the compositions that comprises variable concentrations SDG (37.75%-88.8%SDG), and it is by first lignan extract that will have about 35%SDG and the incompatible production of the second lignan extract mixture with about 90%SDG.
Use the molecular weight of the lignan product that centrifugation method produces by gel infiltration (size exclusion) chromatographic determination by embodiment 1.Use is from Phenomenex (Torrance, CA) the standard reagent box of Huo Deing: poly-(ethylene glycol) numbering of part AL0-2774 and poly-(oxirane) numbering of part AL0-2775.Use Phenomenex PolySep-GFC-P 4000,300x 7.8mm gel permeation chromatographic column.The solvent mixture of 50% acetonitrile/50% water is used for the flow velocity elution with 0.350mL/ minute.By the evaporative light scattering detection bioassay standard.Detect at 280 nanometers mensuration sample by UV visual.From the Class-VP software version 7.2.1SP1 of Shimadzu scientific instrument, have SEC (size exclusion chromatograph) packing, be used to calculate the molecular weight parameter of sample.Chromatogram is shown in Figure 1A-1D.
Embodiment 9
Analyze the composition of 5 kinds of lignan extracts of this invention embodiment production, the result is provided at table 12.Use and use coalescent/sedimentary embodiment to produce A-C and criticize among the embodiment 1, use centrifugal embodiment to produce D-E among the use embodiment 1 and criticize.
All mentioned documents of this paper are hereby incorporated by.
Although for the purpose that is aware and understand has been described aforementioned invention in detail, those skilled in the art do not break away from the category of invention and claims from reading present disclosure and will learning the variation that various forms and details can be arranged.For example, although described specified plant kind, extract, compositions, method and uses thereof, those skilled in the art will approve that the various chemistry that any typical embodiments can be arranged replaces or changes and do not break away from the category of invention and claims.In addition, in the invention any composition, chemical compound, compositions or step all can in conjunction with.
Claims (43)
1. compositions comprises:
The first lignan extract with the secoisolariciresinol diglucoside that is less than 50% content; With
Has the second lignan extract more than the secoisolariciresinol diglucoside of 50% content.
2. the compositions of claim 1, wherein compositions comprises the 50-600mg secoisolariciresinol diglucoside.
3. claim 1 or 2 compositions, wherein compositions is selected from food, beverage, capsule, tablet and capsule sheet.
4. each compositions among the claim 1-3 further comprises the chemical compound that is selected from sterol, isoflavone, sweeting agent, protein isolate, protein concentrate, non-nutritive sweetener, soluble fiber, insoluble fiber, Statins, vitamin E, proanthocyanidin, Saw Palmetto P.E, Pygeum extract, oleum lini, fish oil, vitamin B, vitamin C, tocopherol, plant sterol, polyphenol, catechin, anthocyanin, astaxanthin, glycosamine and combination in any thereof.
5. compositions comprises:
Lignan extract with 20-45% secoisolariciresinol diglucoside;
Wherein compositions comprises 50mg or lower cyanogenetic glucoside/100g compositions.
6. the compositions of claim 5, wherein compositions comprises the 300-600mg secoisolariciresinol diglucoside.
7. the container that contains each compositions among the claim 1-6, wherein container is with the labelling that instructs user compositions recommended dose.
8. the compositions of claim 1, wherein the first lignan extract is that the 30-40% secoisolariciresinol diglucoside and the second lignan extract are at least 90% secoisolariciresinol diglucoside.
9. the purposes of each compositions among the claim 1-6 or 8 is used to prepare the cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, the medicine of blood pressure lowering or minimizing alopecia or male pattern alopecia.
10. the lignan extract that comprises the 46-89% secoisolariciresinol diglucoside.
11. the purposes of the lignan extract of claim 10 is used to prepare the cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, blood pressure lowering, reduce the medicine of alopecia or male pattern alopecia.
12. cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, blood pressure lowering, reduce the method for alopecia or male pattern alopecia, comprise with claim 1-6 or 8 each compositions or the lignan extract of claim 10 deliver medicine to the patient.
13. cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, blood pressure lowering, reduce the method for alopecia or male pattern alopecia, the compositions that comprises the lignan complex that will have at least 100,000 molecular weight delivers medicine to the patient.
14. a method for the treatment of benign prostatauxe comprises that the lignan complex that will have at least 100,000 molecular weight delivers medicine to the patient.
15. a method that reduces blood in human body in clearing gallbladder sterin comprises that the lignan complex that will have at least 100,000 molecular weight delivers medicine to the patient.
16. the method for a blood pressure lowering comprises that the lignan complex that will have at least 100,000 molecular weight delivers medicine to the patient.
17. a method that reduces international prostate gland symptoms scoring comprises the lignan complex is delivered medicine to the patient.
18. each method of claim 12-17, wherein the patient is human.
19. each method of claim 12-18 is wherein carried out oral administration.
20. a method of producing the lignan extract comprises:
The vegetable material that will contain lignan contacts with extracting solvent, extracts solution thereby form;
Use is isolated the part that is rich in lignan based on the separation equipment of density from extract solution;
Use the aqueous solution flushing to be rich in the part of lignan; With
Drying is rich in the part of lignan.
21., comprise that further decant goes out part extraction solution from the part that is rich in lignan according to the method for claim 20.
22. according to each method of claim 20-21, wherein aqueous solution comprises the citrate aqueous buffer solution.
23., comprise that further removing a part from extract solution extracts solvent according to each method of claim 20-22.
24. the method according to claim 23 further comprises:
Wherein from extract solution, remove the extracting section solvent, comprise the vaporize draw solvent; With
Utilize the extraction solvent that evaporates again.
25., wherein extract solvent and comprise alcohol according to each method of claim 20-24.
26., further comprise and grind the part that is rich in lignan according to each method of claim 20-25.
27., comprise that further packing is rich in the part of lignan according to each method of claim 20-26.
28., comprise that further the part that will be rich in lignan places food, capsule, tablet, capsule sheet or beverage according to each method of claim 20-27.
29. according to each method of claim 20-28, the part that wherein is rich in lignan contains the secoisolariciresinol diglucoside of at least 35% weight.
30. according to each method of claim 20-29, the part that wherein is rich in lignan comprises that 50mg or lower cyanogenetic glucoside/100g are rich in the part of lignan.
31. according to each method of claim 20-30, wherein the separation equipment based on density is selected from hydrocyclone, subsider, centrifuge and filter.
32. according to each method of claim 20-31, the wherein dry part that is rich in lignan is carried out in the exsiccator that is selected from vacuum band exsiccator, microwave dryer, radio-frequency seasoning device and freeze dryer.
33., further comprise the vegetable material that is selected from screening and contains lignan, vegetable material that sucking-off contains lignan or the behavior of its combination according to each method of claim 20-32.
34. the method for claim 33 wherein uses two wire screens to screen the vegetable material that contains lignan.
35. the method for claim 34, wherein two wire screens comprise one 500 microns sieve and one 2500 microns sieve.
36., further comprise the part that to be rich in lignan and the compound that is selected from sterol, isoflavone, sweeting agent, protein isolate or concentrate, non-nutritive sweetener, solvable or insoluble fiber, Statins, vitamin E, proanthocyanidin, Saw Palmetto P.E, Pygeum extract, oleum lini, fish oil, vitamin B, vitamin C, tocopherol, plant sterol, polyphenol, catechin, anthocyanin, astaxanthin, glycosamine and combination in any thereof according to each method of claim 20-35.
37. product by each method production of claim 20-36.
38. the purposes of the product of claim 37 is used for the cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, blood pressure lowering or minimizing alopecia or male pattern alopecia.
39. the purposes of the product of claim 38 is used to prepare the cholesterol reducing level, the treatment benign prostatauxe, treatment heart disease, prevention hypercholesterolemia arteriosclerosis, alleviate heart disease, reduce serum cholesterol, reduce ischemic lesions, strengthen nitric oxide expression in the endotheliocyte, suppress cyclooxygenase activity in the macrophage, alleviate diabetic symptom, prevention or the outbreak of delay diabetes, adjust serum level of glucose, bone density improving, reduce the bone density loss, the ameliorate osteoarthritis symptom, reduce the carcinoma of prostate risk, reduction shifts risk, postpone to shift, alleviate menstruation outbreak symptom, alleviate the symptom of showing effect menopause, the medicine of blood pressure lowering or minimizing alopecia or male pattern alopecia.
40. a method of removing cyanogenetic glucoside from Caulis et Folium Lini extract comprises:
With the chemical compound flushing Caulis et Folium Lini extract that is selected from citric acid, ethylenediamine tetraacetate, acetic acid, Fumaric acid, lactic acid and its combination in any.
41. the method for claim 40, wherein this chemical compound has the pH of 3.0-6.0.
42. one kind increases enterolactone, enterodiol or its method for compositions in patient's blood plasma, comprising:
With the claim 1-6 of effective dose or 8 each compositions or the product of claim 37 deliver medicine to the patient.
43. one kind increases enterolactone, enterodiol or its method for compositions in patient's blood plasma, comprising:
With 300mg/ days to 600mg/ days claim 1-6 or 8 each compositions or the product of claim 37 deliver medicine to the patient.
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|---|---|---|---|
| US74208205P | 2005-12-02 | 2005-12-02 | |
| US60/742,082 | 2005-12-02 | ||
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108324757A (en) * | 2018-05-17 | 2018-07-27 | 山西大学 | The extracting method and antitumor application thereof of flax polyphenol |
| CN108601803A (en) * | 2015-12-09 | 2018-09-28 | 格莱努拉有限公司 | Composition is for reducing the purposes of the cholesterol levels of mammal, preparation method, composition and the method for being used to prepare the food additives comprising the composition |
| CN109821273A (en) * | 2019-04-10 | 2019-05-31 | 军事科学院军事医学研究院环境医学与作业医学研究所 | It is a kind of for water environment pathogenic microorganism enrichment decompression remove block apparatus |
| CN111544317A (en) * | 2020-04-29 | 2020-08-18 | 珀莱雅化妆品股份有限公司 | Anti-aging composition cationic nano-liposome and preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108601803A (en) * | 2015-12-09 | 2018-09-28 | 格莱努拉有限公司 | Composition is for reducing the purposes of the cholesterol levels of mammal, preparation method, composition and the method for being used to prepare the food additives comprising the composition |
| CN108324757A (en) * | 2018-05-17 | 2018-07-27 | 山西大学 | The extracting method and antitumor application thereof of flax polyphenol |
| CN109821273A (en) * | 2019-04-10 | 2019-05-31 | 军事科学院军事医学研究院环境医学与作业医学研究所 | It is a kind of for water environment pathogenic microorganism enrichment decompression remove block apparatus |
| CN109821273B (en) * | 2019-04-10 | 2023-08-25 | 军事科学院军事医学研究院环境医学与作业医学研究所 | Decompression blocking removal device for enrichment of pathogenic microorganisms in water environment |
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