CN101766691B - Artocarpus hypargyreus hance extract and preparation method and application thereof - Google Patents
Artocarpus hypargyreus hance extract and preparation method and application thereof Download PDFInfo
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Abstract
The invention belongs to the technical fields of medicaments and foods and relates to an artocarpus hypargyreus hance extract and a preparation method and application thereof. In the artocarpus hypargyreus hance extract, the content of an isopentenyl-substituted flavonoid compound is 20 to 40 weight percent. The preparation method comprises the following steps; extracting stems and branches of artocarpus hypargyreus hance serving as a raw material by a solvent to prepare a total extract; dissolving the total extract in water, extracting with a halogenated solvent and an ester solvent in sequence; and taking an extraction phase of the ester solvent, and drying after reclaiming the solvent to obtain the artocarpus hypargyreus hance extract. Through activity tests such as tyrosinase in vitro, B16 melanoma cells, DPPH clearing and the like, results show that the artocarpus hypargyreus hance extract has strong effects of inhibiting the generation of the tyrosinase and melanin and clearing free radicals, can be used as a melanin inhibitor, a whitening agent or a natural antioxidant, and is applied to the fields of medicament, daily chemical engineering and food.
Description
Technical field
The invention belongs to medicine and food technology field, relate to a kind of Artocarpus hypargyreus hance extract and its production and use.Particularly, the ethyl acetate extract and preparation method thereof and its purposes that relate to a kind of Bai Guimu as the Melanin inhibitor or the Natural antioxidant.
Background technology
Along with the raising of aesthetical standard, people increase day by day to the requirement that has the careful skin of whitening.In recent years, the exploitation in skin-whitening and defying age class cosmetics market came into one's own day by day, and the while anti-aging cosmetics of whitening has become one of main flow kind of skin-care cosmetics, and its consumption market is in continuous expansion.
The color of human skin depends on melanic content and distribution.Cutaneous pigmentation too much causes owing to melanin in the melanocyte produces, and tryrosinase is a requisite key enzyme in the melanin biosynthetic process.Tyrosinase catalysis tyrosine is oxidized to DOPA and DOPA further is oxidized to melanic precursor DOPA quinone again.Therefore tyrosinase inhibitor can be treated common pigmentation dermatosis such as freckle, chloasma and senile plaque etc. at present.Though existing at present multiple tyrosinase inhibitor is used to whiten, still existing problems can not satisfy the needs of consumption market.Kojic acid is because unstable, whitening effect a little less than; Hydroquinone compound has intensive tyrosinase inhibitory action, but because it can induce dermatosis and cytotoxicity, many countries ban use of; Arbutin is safer, but acts on faint.Therefore, from natural plants, seek the trend that safe and effective whitening composition has become cosmetic industry research.
Ultraviolet radiation, computer radiate, air pollution etc. all can make skin produce a large amount of free radicals, free base stage instability, and it makes the cell membrane generation lipid peroxidation of Skin Cell, destroy the collagen protein and the elastic fiber of skin, and the stimulation melanin cell, increase melanic secretion, thereby cause xerosis cutis lax, follow the string, produce wrinkle, xanthoderma blackening, chromogenesis deposition and freckle, thereby the acceleration skin aging, and can bring out skin canceration etc.Therefore, whiten and " the white concept type whitening agent in the whole America " that can free radical resisting has a good application prospect.So in the market product such as Vc kojic acid ester and kojic acid linolenate have all had good consumption market.Natural product with such multi-efficiency has potential using value especially.
In addition, along with improving constantly of living standard, people have also had the higher requirement of renewal to healthy pollution-free food.Efficiently, food additive safe, nontoxic, pure natural more and more is subjected to people's favor, the antioxidant of therefore developing efficient natural has become the theme of international food circle today with the antioxidant that replaces existing chemosynthesis.
Summary of the invention
Therefore, an object of the present invention is to provide a kind of Artocarpus hypargyreus hance extract.
Another object of the present invention provides the preparation method of above-mentioned Artocarpus hypargyreus hance extract.
Another purpose of the present invention provides the purposes of above-mentioned Artocarpus hypargyreus hance extract.
An also purpose of the present invention provides a kind of compositions, and it contains above-mentioned Artocarpus hypargyreus hance extract.
According to first purpose of the present invention, the invention provides a kind of Artocarpus hypargyreus hance extract, in this extract, the content of flavonoids that isopentene group replaces is 20～40 weight %, is preferably 28～40 weight %; Wherein, the flavone compound of described isopentene group replacement is artopetelin B, artonin A, artocarpin and brosimone I.
The content of flavonoids that isopentene group replaces in the Artocarpus hypargyreus hance extract of the present invention adopts following method to measure:
Adopt high performance liquid chromatography (HPLC-UV) to measure the content of flavonoids that isopentene group replaces in the Artocarpus hypargyreus hance extract of the present invention.Chromatographic condition is: chromatographic column is the C18 analytical column, mobile phase is 40-90% (v/v) methanol-phosphate aqueous solution or 40-90% (v/v) acetonitrile-phosphate aqueous solution, the detection wavelength is 300nm, be 60 minutes detection time, with the external standard method retention time is the content of flavonoids that the isopentene group in 10.0～50.0min scope replaces, calculating content is 20～40 weight %, is preferably 28～40 weight %.Wherein, the flavone compound of described isopentene group replacement is artopetelin B, artonin A, artocarpin and brosimone I.
The structural formula of flavone compound artopetelin B, artonin A, artocarpin and brosimone I that described isopentene group replaces is as follows:
According to second purpose of the present invention, the invention provides the preparation method of above-mentioned Artocarpus hypargyreus hance extract.This preparation method is:
After the stem branch pulverizing with Bai Guimu (Artocarpus hypargyreus Hance), prepare total extract with solvent extraction; With total extract water-soluble after, successively with the extraction of halogenated hydrocarbon solvent and esters solvent; Get the esters solvent extraction phase, reclaim the solvent after drying, promptly obtain Artocarpus hypargyreus hance extract of the present invention.
Described solvent is alcohol, water or its mixture.
Described alcohol is ethanol or methanol etc.
Preferably, described solvent is 95% (v/v) aquiferous ethanol.
Described halogenated hydrocarbon solvent can be chloroform or dichloromethane; Be preferably chloroform.
Described esters solvent is preferably ethyl acetate.
The extracting method that described extraction is used is preferably and soaks or percolation.
According to the 3rd purpose of the present invention, the invention provides the purposes of above-mentioned Artocarpus hypargyreus hance extract, purposes and the purposes in preparation free radical scavenger of Artocarpus hypargyreus hance extract promptly of the present invention in the preparation tyrosinase inhibitor.
Thus, Artocarpus hypargyreus hance extract of the present invention can be used for cosmetics, medicine, food and field of health care products.
Particularly, purposes and the purposes in preparation antioxidant of Artocarpus hypargyreus hance extract of the present invention in the preparation Melanin inhibitor.Thereby can prevent skin aging, protection skin or skin whitening, treatment comprises the cutaneous pigmentation of variable color, freckle, speckle etc.Can be used as prevention food because of oxidized variable color or prevent the Natural antioxidant of product oxidation, be used for the fresh-keeping of food and health product; Specifically can be used as the antioxidant of animal and plant fat, bakery product, aquatic products, meat products, flavoring agent and beverage, medicine, cosmetics and health food, and prevention food comprises fruit, vegetable and fish variable color.
According to the 4th purpose of the present invention, the invention provides a kind of compositions, it contains above-mentioned Artocarpus hypargyreus hance extract.
In above-mentioned composition, Artocarpus hypargyreus hance extract of the present invention can use separately as tyrosinase inhibitor and free radical scavenger, also can use with other compound, and can further contain the cosmetics/adjuvant that is pharmaceutically allowed or the carrier of routine, to be prepared into as suppressing cosmetics or the medicine that melanin generated or removed the slow down aging of free radical.
Described compositions can be made tablet, pill, capsule, suspending agent or Emulsion.
Description of drawings
Fig. 1 for Artocarpus hypargyreus hance extract of the present invention in time to the curve of the suppression ratio of B16 cell source tryrosinase.
Fig. 2 for Artocarpus hypargyreus hance extract of the present invention in time to the block diagram of the suppression ratio of B16 cell source tryrosinase.
Fig. 3 is the block diagram of Artocarpus hypargyreus hance extract of the present invention to the influence of B16 cell melanin growing amount.
Fig. 4 is the curve chart of the concentration of Artocarpus hypargyreus hance extract of the present invention to the influence of B16 cell viability.
Fig. 5 is the block diagram of the concentration of Artocarpus hypargyreus hance extract of the present invention to the influence of free radical scavenging activity.
The specific embodiment
The present invention is further elaborated below in conjunction with concrete embodiment, but do not limit the present invention.
Preparation embodiment
Embodiment 1
After white 20 kilograms of powder essence of the dry stem branch of Fructus artocarpi lingnanensis, soak percolation after 12 hours with 100 liters of 95% (v/v) aquiferous ethanol, 400 liters of collection percolates, concentrate drying obtains 1.8 kilograms of extractum.Use chloroform, ethyl acetate extraction respectively successively after this extractum is dissolved in distilled water, get the ethyl acetate solvent extraction phase, reclaim ethyl acetate solvent and be concentrated into driedly, promptly get Artocarpus hypargyreus hance extract 500 of the present invention and restrain.Through high-performance liquid chromatogram determination, chromatographic condition is: chromatographic column is HyperClone BDS C18 (4.6mm * 250mm, 5 μ m) post, mobile phase is 70% (v/v) methanol-0.2% phosphate aqueous solution, the detection wavelength is 300nm, and isopentene group replaces in this extract flavone compound artopetelin B, artonin A, artocarpin and brosimone I content sum are 40 weight %.
Embodiment 2
After white 20 kilograms of powder essence of the dry stem branch of Fructus artocarpi lingnanensis, soak percolation after 12 hours with 100 liters of 70% (v/v) aquiferous ethanol, 400 liters of collection percolates, concentrate drying obtains 1.5 kilograms of extractum.Use chloroform, ethyl acetate extraction respectively successively after this extractum is dissolved in distilled water, get the ethyl acetate solvent extraction phase, reclaim ethyl acetate solvent and be concentrated into driedly, promptly get Artocarpus hypargyreus hance extract 450 of the present invention and restrain.Through high-performance liquid chromatogram determination, chromatographic condition is: chromatographic column is HyperClone BDS C
18(4.6mm * 250mm, 5 μ m) post, mobile phase is 70% (v/v) methanol-0.2% phosphate aqueous solution, the detection wavelength is 300nm, and the content sum of isopentene group replaces in this extract flavone compound artopetelin B, artonin A, artocarpin and brosimone I is 34 weight %.
Embodiment 3
After white 20 kilograms of powder essence of the dry stem branch of Fructus artocarpi lingnanensis, use 80% (v/v) aqueous methanol soaking at room temperature three times of 100 liters, 80 liters, 60 liters successively, 24 hours for the first time, respectively 12 hours for the second time and for the third time, merge extractive liquid,, concentrate drying obtains 1.2 kilograms of extractum.Use chloroform, ethyl acetate extraction respectively successively after this extractum is dissolved in distilled water, get the ethyl acetate solvent extraction phase, reclaim ethyl acetate solvent and be concentrated into driedly, promptly get Artocarpus hypargyreus hance extract 420 of the present invention and restrain.Through high-performance liquid chromatogram determination, chromatographic condition is: chromatographic column is HyperClone BDS C
18(4.6mm * 250mm, 5 μ m) post, mobile phase is 65% (v/v) acetonitrile-0.2% phosphate aqueous solution, the detection wavelength is 300nm, and the content sum of isopentene group replaces in this extract flavone compound artopetelin B, artonin A, artocarpin and brosimone I is 28 weight %.
Test implementation example (being pharmacology embodiment)
In order to confirm the purposes of Artocarpus hypargyreus hance extract of the present invention, Artocarpus hypargyreus hance extract of the present invention has been carried out inhibitory action, the test of B16 melanoma cell, the test of free radical resisting oxidation activity of the tryrosinase in mushroom and B16 cell source.The result shows that Artocarpus hypargyreus hance extract of the present invention has strong inhibition melanin and generates and remove the free radical ability.
The tyrosinase activity test in embodiment 4 mushroom sources:
The tryrosinase in mushroom source is available from sigma (T3824).With kojic acid product in contrast, (PBS reaches 4mM in pH7.4) at first the substrate DOPA to be dissolved in phosphate buffer.In 96 orifice plates, the diluent of tryrosinase that adds the 20 μ g/mL of the sample (Artocarpus hypargyreus hance extract of preparation among the above-mentioned preparation embodiment 1) of variable concentrations of PBS dilution of PBS, 20 μ L of 120 μ L and 10 μ L, the above-mentioned 4mM substrate solution that adds 50 μ L at last begins reaction, 27 ℃ were reacted 20 minutes down, measured the absorbance in every hole under 492nm every 2 minutes.
According to the suppression ratio (%) of the absorbance computerized compound under 492nm, and be IC with the concentration determination that enzymatic activity suppression ratio (%) reaches 50% o'clock inhibitor to tryrosinase
50Value.Suppression ratio (%) can carry out according to following formula:
Suppression ratio (%)=[(A-B)-(C-D)]/(A-B) * 100
In the following formula, the absorbance of blank well under 492nm after A represents to react 20 minutes; B represents to react the preceding absorbance of blank well under 492nm; The absorbance of sample well under 492nm after C represents to react 20 minutes; D represents to react the preceding absorbance of sample well under 492nm.
Result: see Table 1.
The inhibition activity of table 1 pair mushroom source tryrosinase
Sample IC
50(ng/mL)
Kojic acid 3400 ± 192
The Artocarpus hypargyreus hance extract 34.58 ± 4.31 of the embodiment of the invention 1
Conclusion: as can be seen from Table 1, Artocarpus hypargyreus hance extract of the present invention has the activity of the tryrosinase in very strong inhibition mushroom source, IC
50Stronger about 100 times than kojic acid.
The tyrosinase activity test in embodiment 5B16 cell source:
B 16 melanoma cell (being called for short B 16 cells) are the spontaneous tumors that derives from the C57BL6 mouse skin.The tryrosinase extracting method in B16 cell source is: the B16 cell culture medium is sopped up, wash 2 times with ice-cold PBS, adding contains the PBS of 1%Triton X-100 in right amount, 4 ℃ of cracking 30 minutes.Lysate is left the heart for 4 ℃ 12000, get the zyme extract that supernatant is the B16 cell.In the reaction system of 96 orifice plates, 150 μ L, use the Artocarpus hypargyreus hance extract of preparation among the above-mentioned preparation embodiment 1, substrate DOPA final concentration 1mM, 3 times of dilutions of zyme extract, reaction temperature is 37 ℃.Surveyed the 492nm absorbance every 5 minutes, totally 80 minutes, the suppression ratio of the enzyme of calculating reaction in the time of 5 minutes, 20 minutes, 40 minutes, 80 minutes.Detected once the suppression ratio of enzyme during calculate reaction 30 minutes and 12 hours, computational methods same " embodiment 4 " after spending the night in other 12 hours again.
Result: see Table 2, Fig. 1 and Fig. 2.Fig. 1 and Fig. 2 are respectively sample in time to the curve and the block diagram of the suppression ratio of B16 cell source tryrosinase.
The inhibition activity of table 2 pair B16 cell source tryrosinase
Sample IC
50(μ g/mL)
Kojic acid 6.48 ± 0.389
The Artocarpus hypargyreus hance extract 11.46 ± 1.127 of the embodiment of the invention 1
Conclusion: from table 2, Fig. 1 and Fig. 2 as can be seen, Artocarpus hypargyreus hance extract of the present invention has the activity of the tryrosinase that suppresses B16 cell source, and inhibitory action strengthens gradually in time, and kojic acid in time inhibitory action weaken (see figure 1) gradually.After 12 hours, Artocarpus hypargyreus hance extract of the present invention still has strong inhibitory action, and the inhibitory action disappearance (see figure 2) of kojic acid.
The influence test that 6 pairs of B16 cells of embodiment melanin generates:
3-isobutyl-1-methylxanthine (IBMX) can promote the melanic generation of B16 cell.With the B16 cell inoculation in 48 orifice plates, 2 * 10
4Individual/hole, with the H-DMEM culture medium culturing that contains 10% hyclone (FBS).Change the culture medium that contains 100 μ M IBMX after 24 hours, add the sample (Artocarpus hypargyreus hance extract of preparation among the above-mentioned preparation embodiment 1) of variable concentrations simultaneously.After 72 hours, after drawing 150 μ L culture fluid and detecting, abandon culture medium, PBS washes twice, and every hole adds the NaOH solution of the 1.5M of 150 μ L, and 60 ℃ of water-baths were placed after 30 minutes, in 492nm place detection culture fluid and the total content of intracellular melanin.The results are shown in Figure 3 (
*Expression is compared p＜0.001 with matched group (IBMX group)).Fig. 3 is the block diagram of Artocarpus hypargyreus hance extract of the present invention to the influence of B16 cell melanin growing amount.
The B16 cell inoculation is in 96 orifice plates, 2 * 10
3Individual/hole, cultivate with DMEM culture medium (10%FBS, high sugar).Change the culture medium that contains or do not contain the IBMX of 100 μ M after 24 hours, and add the sample (Artocarpus hypargyreus hance extract of preparation among the above-mentioned preparation embodiment 1) of variable concentrations.Abandon culture medium after 48 hours, add the 3-(4,5-dimethylthiazole-2)-2 of the 5g/L of 100 μ L, 5-diphenyl tetrazole bromine salt (MTT), abandoning supernatant after 4 hours adds the DMSO of 150 μ L, detect absorbance on the microplate reader, the mensuration wavelength is 570nm, and reference wavelength is 630nm.The results are shown in Figure 4.Fig. 4 is the curve of the concentration of Artocarpus hypargyreus hance extract of the present invention to the influence of B16 cell viability.
Conclusion: as can be seen from Figure 3, compare with matched group, Artocarpus hypargyreus hance extract of the present invention can reduce the B16 melanoma cell effectively and produce melanic amount, and as can be seen from Figure 4, not obviously damage of pair cell vigor in less than the concentration range of 10 μ g/mL.
The test of embodiment 7DPPH method oxidation resistance
1,1-diphenyl picryl phenylhydrazine (DPPH) is made into 300 μ M with dehydrated alcohol, the Artocarpus hypargyreus hance extract of preparation among the above-mentioned preparation embodiment 1 is made into variable concentrations solution with DMSO, in 96 orifice plates, add the DPPH solution of DMSO (blank hole), 95 μ L of the dehydrated alcohol of DMSO (blank well), 95 μ L of the DPPH solution of 95 μ L and 5 μ L and 5 μ L and the variable concentrations sample solution (sample well) of 5 μ L, dehydrated alcohol and the 5 μ L variable concentrations sample solutions (sample control wells) of 95 μ L respectively, 25 ℃ of room temperature reaction 20min of lucifuge, 517nm detects absorption.
Measure the DPPH free radical scavenging activity and reach 50% o'clock sample concentration, it is IC
50Value.Suppression ratio (%) can carry out according to following formula:
Suppression ratio (%)=[(A-B)-(C-D)]/(A-B) * 100
In the following formula, A represents the blank well reaction absorbance under 517nm in the time of 20 minutes; B represents the blank hole reaction absorbance under 517nm in the time of 20 minutes; C represents the sample well reaction absorbance under 517nm in the time of 20 minutes; D represents the sample control wells reaction absorbance under 517nm in the time of 20 minutes.
The results are shown in Figure 5.Fig. 5 is the block diagram of the concentration of Artocarpus hypargyreus hance extract of the present invention to the influence of free radical scavenging activity.
Conclusion: as can be seen from Figure 5, Artocarpus hypargyreus hance extract of the present invention can be for a long time and is removed the DPPH free radical effectively.
Just as described earlier in this article, Artocarpus hypargyreus hance extract of the present invention has very strong inhibitory action to the tryrosinase in mushroom and mice B16 cell source, the B16 cell is not being had substantially under the prerequisite of overt toxicity, can suppress melanic content significantly.And Artocarpus hypargyreus hance extract of the present invention can be for a long time and is removed the DPPH free radical effectively.Therefore, Artocarpus hypargyreus hance extract of the present invention can be used for preparing cosmetics, has the function of prevention skin aging, protection skin or skin whitening; Can be used for preparing medicine, be used for the treatment of the cutaneous pigmentation that comprises variable color, freckle, speckle etc.; Can be used for preparing the Natural antioxidant, be used for the fresh-keeping of food and health product.
Claims (9)
1. an Artocarpus hypargyreus hance extract is characterized in that, in this extract, the content of flavonoids that isopentene group replaces is 20～40 weight %; Wherein, the flavone compound of described isopentene group replacement is artopetelin B, artonin A, artocarpin and brosimone I.
2. Artocarpus hypargyreus hance extract according to claim 1 is characterized in that, in this extract, the content of flavonoids that isopentene group replaces is 28～40 weight %.
3. the preparation method of claim 1 or 2 described Artocarpus hypargyreus hance extracts is characterized in that, after the stem branch of Bai Guimu is pulverized, prepares total extract with solvent extraction; With total extract water-soluble after, successively with the extraction of halogenated hydrocarbon solvent and esters solvent; Get the esters solvent extraction phase, reclaim the solvent after drying, promptly obtain Artocarpus hypargyreus hance extract,
Wherein, described solvent is alcohol, water or its mixture; Described halogenated hydrocarbon solvent is chloroform or dichloromethane; Described esters solvent is an ethyl acetate.
4. the preparation method of Artocarpus hypargyreus hance extract according to claim 3 is characterized in that, the extracting method that described extraction is used is for soaking or percolation.
5. the preparation method of Artocarpus hypargyreus hance extract according to claim 4 is characterized in that, described alcohol is ethanol or methanol; Described halogenated hydrocarbon solvent is a chloroform.
6. claim 1 or 2 described Artocarpus hypargyreus hance extracts in the purposes of preparation in the tyrosinase inhibitor.
7. claim 1 or 2 described Artocarpus hypargyreus hance extracts in the purposes of preparation in the free radical scavenger.
8. claim 1 or 2 described Artocarpus hypargyreus hance extracts in the purposes of preparation in the Melanin inhibitor.
9. claim 1 or 2 described Artocarpus hypargyreus hance extracts in the purposes of preparation in the antioxidant.
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| TWI496593B (en) * | 2012-11-13 | 2015-08-21 | Univ Kaohsiung Medical | Artocarpus communis extract uses as a sunscreen care product to prevent ultraviolet-induced skin damage |
| CN104293641A (en) * | 2014-09-30 | 2015-01-21 | 曾盛钊 | Artocarpus lingnanensis raw vinegar and preparation process thereof |
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