CN112516621A - 一种高含量花椒黄酮的制备方法 - Google Patents
一种高含量花椒黄酮的制备方法 Download PDFInfo
- Publication number
- CN112516621A CN112516621A CN202011275942.2A CN202011275942A CN112516621A CN 112516621 A CN112516621 A CN 112516621A CN 202011275942 A CN202011275942 A CN 202011275942A CN 112516621 A CN112516621 A CN 112516621A
- Authority
- CN
- China
- Prior art keywords
- flavone
- pepper
- extracting
- prickly ash
- chinese prickly
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 229930003944 flavone Natural products 0.000 title claims abstract description 45
- 235000011949 flavones Nutrition 0.000 title claims abstract description 45
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 title claims abstract description 42
- 150000002212 flavone derivatives Chemical class 0.000 title claims abstract description 42
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 title claims abstract description 42
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 241001079064 Zanthoxylum schinifolium Species 0.000 title 1
- 235000016761 Piper aduncum Nutrition 0.000 claims abstract description 61
- 235000002566 Capsicum Nutrition 0.000 claims abstract description 59
- 239000006002 Pepper Substances 0.000 claims abstract description 59
- 235000017804 Piper guineense Nutrition 0.000 claims abstract description 59
- 235000008184 Piper nigrum Nutrition 0.000 claims abstract description 59
- 238000000605 extraction Methods 0.000 claims abstract description 33
- 244000089698 Zanthoxylum simulans Species 0.000 claims abstract description 29
- 238000000034 method Methods 0.000 claims abstract description 20
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 239000008601 oleoresin Substances 0.000 claims abstract description 5
- 241000722363 Piper Species 0.000 claims abstract 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 26
- 241000949456 Zanthoxylum Species 0.000 claims description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- 239000011347 resin Substances 0.000 claims description 18
- 229920005989 resin Polymers 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- FBUBVLUPUDBFME-UHFFFAOYSA-N Xanthoxylin Chemical compound COC1=CC(O)=C(C(C)=O)C(OC)=C1 FBUBVLUPUDBFME-UHFFFAOYSA-N 0.000 claims description 14
- 239000012452 mother liquor Substances 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 10
- 241000196324 Embryophyta Species 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 4
- 235000013305 food Nutrition 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 239000002537 cosmetic Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000013538 functional additive Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 claims 1
- 244000025254 Cannabis sativa Species 0.000 abstract description 9
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 abstract description 9
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 abstract description 9
- 235000009120 camo Nutrition 0.000 abstract description 9
- 235000005607 chanvre indien Nutrition 0.000 abstract description 9
- 239000011487 hemp Substances 0.000 abstract description 9
- 230000008569 process Effects 0.000 abstract description 8
- 239000013078 crystal Substances 0.000 abstract description 6
- 238000009776 industrial production Methods 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 abstract description 3
- 244000302909 Piper aduncum Species 0.000 description 55
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 238000002425 crystallisation Methods 0.000 description 13
- 230000008025 crystallization Effects 0.000 description 13
- 230000001877 deodorizing effect Effects 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 229930003935 flavonoid Natural products 0.000 description 7
- 235000017173 flavonoids Nutrition 0.000 description 7
- -1 flavonoids compounds Chemical class 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 4
- 238000004332 deodorization Methods 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 150000002215 flavonoids Chemical class 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000002213 flavones Chemical class 0.000 description 3
- 239000002778 food additive Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 description 2
- 208000002193 Pain Diseases 0.000 description 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 235000013373 food additive Nutrition 0.000 description 2
- KBPHJBAIARWVSC-RGZFRNHPSA-N lutein Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C KBPHJBAIARWVSC-RGZFRNHPSA-N 0.000 description 2
- 229960005375 lutein Drugs 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000036407 pain Effects 0.000 description 2
- 244000045947 parasite Species 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 2
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 description 2
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 2
- 235000005493 rutin Nutrition 0.000 description 2
- 229960004555 rutoside Drugs 0.000 description 2
- KBPHJBAIARWVSC-XQIHNALSSA-N trans-lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C KBPHJBAIARWVSC-XQIHNALSSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 2
- 150000007964 xanthones Chemical class 0.000 description 2
- FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-N 0.000 description 2
- 235000008210 xanthophylls Nutrition 0.000 description 2
- 208000004998 Abdominal Pain Diseases 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 201000005569 Gout Diseases 0.000 description 1
- 229920001144 Hydroxy alpha sanshool Polymers 0.000 description 1
- OVSQVDMCBVZWGM-SJWGPRHPSA-N Hyperin Natural products O[C@H]1[C@H](O)[C@@H](O)[C@@H](CO)O[C@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OVSQVDMCBVZWGM-SJWGPRHPSA-N 0.000 description 1
- FVQOMEDMFUMIMO-UHFFFAOYSA-N Hyperosid Natural products OC1C(O)C(O)C(CO)OC1OC1C(=O)C2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 FVQOMEDMFUMIMO-UHFFFAOYSA-N 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 208000008350 Pruritus Vulvae Diseases 0.000 description 1
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
- 241001093501 Rutaceae Species 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 206010056530 Vulvovaginal pruritus Diseases 0.000 description 1
- 108010093894 Xanthine oxidase Proteins 0.000 description 1
- 102100033220 Xanthine oxidase Human genes 0.000 description 1
- 230000003187 abdominal effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 208000010668 atopic eczema Diseases 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229960002179 ephedrine Drugs 0.000 description 1
- 150000002193 fatty amides Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 235000013376 functional food Nutrition 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- NQYPTLKGQJDGTI-FCVRJVSHSA-N hyperoside Natural products OC[C@H]1O[C@@H](OC2=C(Oc3cc(O)cc(O)c3[C@H]2O)c4ccc(O)c(O)c4)[C@H](O)[C@@H](O)[C@H]1O NQYPTLKGQJDGTI-FCVRJVSHSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000007803 itching Effects 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 235000019633 pungent taste Nutrition 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- OVSQVDMCBVZWGM-DTGCRPNFSA-N quercetin 3-O-beta-D-galactopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OVSQVDMCBVZWGM-DTGCRPNFSA-N 0.000 description 1
- BBFYUPYFXSSMNV-UHFFFAOYSA-N quercetin-7-o-galactoside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC(O)=C2C(=O)C(O)=C(C=3C=C(O)C(O)=CC=3)OC2=C1 BBFYUPYFXSSMNV-UHFFFAOYSA-N 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 229930000044 secondary metabolite Natural products 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000000825 ultraviolet detection Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K10/00—Animal feeding-stuffs
- A23K10/30—Animal feeding-stuffs from material of plant origin, e.g. roots, seeds or hay; from material of fungal origin, e.g. mushrooms
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/158—Fatty acids; Fats; Products containing oils or fats
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/75—Rutaceae (Rue family)
- A61K36/758—Zanthoxylum, e.g. pricklyash
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0288—Applications, solvents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
- C11B1/108—Production of fats or fatty oils from raw materials by extracting after-treatment, e.g. of miscellae
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/39—Complex extraction schemes, e.g. fractionation or repeated extraction steps
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/51—Concentration or drying of the extract, e.g. Lyophilisation, freeze-drying or spray-drying
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/53—Liquid-solid separation, e.g. centrifugation, sedimentation or crystallization
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/805—Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Mycology (AREA)
- Botany (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Food Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Public Health (AREA)
- Biotechnology (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Animal Husbandry (AREA)
- Epidemiology (AREA)
- Zoology (AREA)
- Microbiology (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Molecular Biology (AREA)
- Alternative & Traditional Medicine (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
本发明涉及一种高含量花椒黄酮的制备方法。包括以下步骤：原料经溶剂提取浓缩到一定比例后得到花椒黄酮晶体，花椒黄酮晶体通过分离后继续脱溶后得到产品，含溶剂料液通过浓缩后得到含花椒麻素的花椒油树脂。该工艺便于操作，可进行工业化生产，该方法可使花椒黄酮的纯度可达85％以上，花椒麻度萃取得率可达95％以上。
Description
技术领域
本发明属于植物活性成分提取领域，涉及椒渣综合利用的工业生产方法，特别涉及一种同时获得高***酮类成分和花椒油树脂的制备方法。
背景技术
花椒(Zanthoxylumbungeanum Maxim)为芸香科(Rutaceae)花椒属(ZanthoxylumL)植物,主要分布于东亚与北美,广泛分布于我国。花椒作为传统中药材,收录于《中国药典》,其药用历史悠久,有温中止痛,杀虫止痒。用于脘腹冷痛,呕吐泄泻,虫积腹痛,；外治湿疹,阴痒。
花椒属植物中含有酰胺类成分，且其酰胺大多为链状不饱和脂肪酰胺，其中以山椒素类为代表，是花椒麻味的主要来源。酰胺物质具有杀虫、祛风除湿、镇痛、麻醉、抑菌、兴奋等作用。
黄酮类化合物是植物中常见的一类生物活性成分。黄酮类化合物是植物的次级代谢产物，成分复杂、种类繁多，在食品中可作为甜味剂、食用、抗氧化剂及功能性食品添加剂。有研究表明，花椒中总黄酮含量约为20％，花椒种植的地区、花椒的品种、采收的时间等对花椒黄酮的成分与含量影响较大。花椒中黄酮类化合物主要有槲皮素、金丝桃苷、芦丁和阿福豆苷，具有抗氧化、抗癌、降血糖、降血脂、抗衰老等药理功效。花椒黄酮提取物对超氧阴离子自由基(O2-·)，羟基自由基(·OH)和亚硝酸盐均有一定的清除效果，且与提取物浓度有关，能抑制黄嘌呤氧化酶，可用于痛风的临床治疗。经大孔树脂纯化浓缩后的花椒黄酮提取物的抗氧化活性明显增高。花椒黄酮类化合物红色素在体外试验中表现出明显的抗氧化活性。
目前，在工业生产中，对花椒的提取主要集中在提取花椒油、提取花椒麻味成分等方面，花椒经过萃取后，剩余的花椒渣一般做饲料等进行使用，含有的有效成分未进行再利用。
现有技术中也存在许多花椒黄酮提取、纯化方法，例如，吴亮亮等人考察了花椒黄酮的提取工艺，优化提取溶剂、提取温度等工艺参数(吴亮亮，等花椒总黄酮提取技术研究及黄酮成分分析，食品研究与开发，2011年2月，第32卷第2期)；张曦等人采用超声协同树脂吸附分离法提取花椒总黄酮(张曦，等花椒总黄酮的提取工艺条件研究，应用化工，2012年1月，第41卷第1期)；但是上述提取工艺只停留在粗提取阶段，纯化工艺主要集中在实验室研究阶段，实验室常用的有硅胶柱色谱法、大孔树脂吸附法等，在放大生产过程中存在树脂处理难度大、成本高、产量小、周期长等问题。
目前，结晶工艺有用在花椒其他成分的提取中，例如CN104030937A中将花椒油树脂经提取、结晶后获得了不饱和酰胺类成分；CN106866455A以花椒油树脂为原料，经***、甲醇、石油醚依次提取后，于低温环境冷冻结晶，获得花椒麻味物质。但是，通过提取、结晶获得花椒黄酮的技术未见报道。
鉴于上述情况，为了对上述原料进行综合利用，并提供一种适用于工业化生产、成本低的花椒渣综合利用提取制备方法。该方法既得到了花椒黄酮和花椒油树脂两种产品，又能够对花椒渣进行利用，极大的降低了花椒麻素和黄酮资源的浪费。
发明内容
本发明的目的是提供一种花椒渣综合利用的提取制备方法。所述花椒渣为花椒原料经过超临界萃取后所得的副产物，其中花椒麻度为0.3％以下，花椒黄酮含量在3％-8％。该花椒渣通过本发明的方法处理后得到的花椒黄酮经紫外检测，纯度≥50％，同时得到花椒油树脂中花椒麻度萃取得率≥90％。在一些优选的实施方式中，所述黄酮含量在80％以上，花椒麻度萃取得率≥95％。
本发明提供了一种新的花椒渣的加工方法，该方法包括以下步骤：
步骤1：以花椒渣为原料，经过溶剂提取、浓缩，得到浓缩液；
步骤2：在步骤1得到的浓缩液中加入溶剂，进行结晶，分离得到花椒黄酮和浓缩母液；
步骤3：将步骤2中分离花椒黄酮后的的母液进行浓缩得到花椒油树脂。
本发明技术方案的进一步改进在于：步骤1所述的提取溶剂为有机溶剂；进一步优选甲醇、乙醇或丙酮的含水溶液中的一种，浓度为75％-95％；更进一步优选85％-95％的丙酮水溶液。该提取溶剂的加入量为1-6倍，优选2-5倍，进一步优选3倍或4倍。
步骤1中所述提取温度为20-60℃，优选30-50℃，进一步优选40-45℃；提取时间为20min-4h，优选30min-2h，进一步优选40-60min；提取次数为1-6遍，优选提取2-5遍，进一步优选提取4遍。
步骤1中所述浓缩优选浓缩至有机溶剂含量为35％以下，优选25％以下，进一步优选20％以下；或浓缩至固含量为25-35％。
本发明技术方案的进一步改进在于：步骤2中结晶过程，结晶剂主要为正己烷；加入结晶剂后，通过缓慢搅拌，结晶。结晶剂的加入量为0.5-3倍量，优选1-1.5倍量，进一步优选1倍量。
步骤2中结晶温度为4-25℃，优选10-25℃，进一步优选20-23℃。
此外，本发明技术方案还可选择在结晶后进行脱味工艺，脱味工艺为现有技术中常规的脱味工艺，例如真空干燥脱溶等。
本发明优选的技术方案为：
步骤1：以花椒渣为原料，经过85％-95％的甲醇、乙醇或丙酮提取后浓缩至固含量至25-35％；
步骤2：在步骤1得到的浓缩液中加入正己烷后，通过搅拌结晶，分离，得到花椒黄酮和浓缩母液；
步骤3：将步骤2中分离花椒黄酮后的母液进行浓缩得到花椒油树脂。
本发明优选的另一技术方案为：
步骤1：以花椒渣为原料，经过85％-95％的丙酮提取，提取温度为30-50℃，并重复提取2-6遍，提取后浓缩至固含量至25-35％；
步骤2：在步骤1得到的浓缩液中加入0.5-3倍量正己烷后，缓慢搅拌，在10-25℃条件结晶，分离，得到花椒黄酮和浓缩母液；
步骤3：将步骤2中分离花椒黄酮后的母液进行浓缩得到花椒油树脂。
本发明优选的另一技术方案为：
步骤1：以花椒渣为原料，经过85％-95％的丙酮提取，提取温度为30-50℃，并重复提取2-6遍，提取后浓缩至固含量至25-35％，；
步骤2：在步骤1得到的浓缩液中加入0.5-3倍量正己烷后，缓慢搅拌，在10-25℃条件结晶，分离，得到花椒黄酮和浓缩母液，对所得花椒黄酮进行脱味处理；
步骤3：将步骤2中分离花椒黄酮后的母液进行浓缩得到花椒油树脂，对所得花椒油树脂进行脱味处理。
本发明所制备的花椒黄酮和花椒油树脂适用于食品添加剂、饲料添加剂、作为制备药品和化妆品和制备食品添加剂产品的组分。
本发明的有益效果在于：本发明的方法能够提高花椒的利用率，对花椒渣内黄酮和残留的花椒麻素进行提取，并有效进行了分离，花椒黄酮的纯度可达85％以上，花椒麻度得率在95％以上，提高花椒渣的利用率，方法操作相对简单，易于实现规模化生产。
具体实施方式
下面通过具体的实施方案叙述本发明方法。另外，实施方案应理解为说明性的，而非限制本发明的范围，本发明的实质和范围仅由权利要求书所限定。
花椒黄酮的检测使用紫外分光光度计检测，按芦丁标曲法计算总黄酮含量。花椒麻度使用常规测定花椒麻度的高效液相色谱法检测。
实施例1
花椒渣使用85％丙酮萃取，1：4(重量：体积)比例，45℃，每次萃取1h，萃4遍，在60℃下浓缩，浓缩至丙酮含量为25％以下时，在20℃下，加入1倍体积的正己烷搅拌结晶，分离，对上层在60℃下进行浓缩，80℃脱味30min，得到花椒麻素。下层结晶层80℃脱味30min，得到花椒黄酮。
通过上述花椒渣的萃取方法，得到花椒黄酮紫外含量88.79％，花椒麻度得率97.12％。
实施例2
花椒渣使用90％丙酮萃取，1：3(重量：体积)比例，40℃，每次萃取40min，萃5遍，在60℃下浓缩，浓缩至丙酮含量为25％以下时，在23℃下，加入1倍体积的正己烷搅拌结晶，分离，对上层在60℃下进行浓缩，80℃脱味30min，得到花椒麻素。下层结晶层80℃脱味30min，得到花椒黄酮。
通过上述花椒渣的萃取方法，得到花椒黄酮紫外含量88.96％，花椒麻度得率96.12％。
实施例3
花椒渣使用75％乙醇萃取，1：5(重量：体积)比例，56℃，每次萃取1h，萃4遍，在70℃下浓缩，浓缩至乙醇含量为10％以下时，在20℃下，加入0.8倍体积正己烷搅拌结晶，分离，对上层在70℃下进行浓缩，80℃脱味30min，得到花椒麻素。下层结晶层85℃脱味40min，得到花椒黄酮。
通过上述花椒渣的萃取方法，得到花椒黄酮紫外含量86.79％，花椒麻度得率96.46％。
实施例4
花椒渣使用85％甲醇醇萃取，1：3(重量：体积)比例，43℃，每次萃取50min，萃3遍，在40℃下浓缩，浓缩至甲醇含量为20％以下时，在25℃下，加入1.5倍体积的正己烷搅拌结晶，分离，对上层在40℃下进行浓缩，80℃脱味30min，得到花椒麻素。下层结晶层90℃脱味30min，得到花椒黄酮。
通过上述花椒渣的萃取方法，得到花椒黄酮紫外含量85.03％，花椒麻度得率92.14％。
对比例1
花椒渣使用60％丙酮萃取，1：4(重量：体积)比例，45℃，每次萃取1h，萃4遍，在60℃下浓缩，浓缩至丙酮含量为25％时，降温搅拌结晶，过滤，得到花椒黄酮，并80℃脱味30min。对滤液加入2倍体积的正己烷，混合精制分层，对上层进行60℃下浓缩，80℃脱味30min，得到花椒麻素。
通过上述花椒渣的萃取方法，得到花椒黄酮紫外含量82.45％，花椒麻度得率95.12％。
对比例2：
对花椒渣使用70％乙醇萃取，1：5(重量：体积)比例，56℃，一次1h，萃4次。70℃下浓缩至料液比1：1(重量：体积)时，离心，上层澄清液加水稀释到3倍原料量待上柱。
待上柱料液用LX-8大孔树脂柱吸附，吸附流速1BV；吸附完毕后，使用3BV水除杂，使用2BV的75％乙醇解析收集，解析液70℃下浓缩，80℃脱味30min，之后得到的产品为粉状固体。
通过上述花椒渣的萃取方法，得到花椒黄酮紫外含量82.94％。
对比例3：
花椒渣使用丙酮萃取，1：4(重量：体积)比例，45℃，每次萃取1h，萃4遍，60℃下浓缩，80℃脱味30min。
通过上述花椒渣的萃取方法，得到花椒麻度得率为95.16％。
通过上述对比实验可以看出，改变提取溶剂浓度、纯化工艺或省去结晶步骤等均会对最终产品中黄酮含量及花椒麻素的得率产生影响，本申请通过提取纯化工艺及参数的选择获得黄酮含量及花椒麻素含量均较高的产品，具有极好的技术效果。
虽然，上文中已经用一般性说明、具体实施方式及试验，对本发明作了详尽的描述，但在本发明基础上，可以对之作一些修改或改进，这对本领域技术人员而言是显而易见的。因此，在不偏离本发明精神的基础上所做的这些修改或改进，均属于本发明要求保护的范围。
Claims (9)
1.一种高含量花椒黄酮的制备方法，其特征在于包括以下工艺步骤：
步骤1：以花椒渣为原料，经过溶剂提取、浓缩，得到浓缩液；
步骤2：在步骤1得到的浓缩液通过加入溶剂，进行结晶，分离得到花椒黄酮和浓缩母液；
步骤3：将步骤2中分离花椒黄酮后的母液进行浓缩得到花椒油树脂。
2.根据权利要求1所述制备方法，其特征在于：步骤1所述的花椒渣材料为花椒经过提取后的植物材料。
3.根据权利要求1-2任一项所述制备方法，其特征在于：步骤1所述的提取溶剂为甲醇、乙醇或丙酮的含水溶液中的一种，溶液浓度为75％-95％。
4.根据权利要求3所述制备方法，其特征在于：所述提取溶剂为85％-95％的丙酮水溶液。
5.根据权利要求1-4任一项所述制备方法制备获得的花椒黄酮。
6.根据权利要求5所述的花椒黄酮，其特征在于：其中黄酮含量≥85％。
7.根据权利要求1-4任一项所述制备方法制备获得的花椒油树脂。
8.根据权利要求7所述的花椒油树脂，其特征在于：该花椒油树脂中花椒麻度的得率≥95％。
9.权利要求5-8任一项所述花椒黄酮或花椒油树脂作为食品、饲料、药物制品和化妆品的功能性添加剂的应用。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011275942.2A CN112516621A (zh) | 2020-11-16 | 2020-11-16 | 一种高含量花椒黄酮的制备方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011275942.2A CN112516621A (zh) | 2020-11-16 | 2020-11-16 | 一种高含量花椒黄酮的制备方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN112516621A true CN112516621A (zh) | 2021-03-19 |
Family
ID=74982534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011275942.2A Pending CN112516621A (zh) | 2020-11-16 | 2020-11-16 | 一种高含量花椒黄酮的制备方法 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112516621A (zh) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20000000002A (ko) * | 1998-09-26 | 2000-01-15 | 조봉관 | 쑥엑스제 조제방법 및 전자 쑥뜸기 |
| CN102040577A (zh) * | 2010-09-27 | 2011-05-04 | 南京泽朗医药科技有限公司 | 一种黄秋葵黄酮的提纯方法 |
| CN102614308A (zh) * | 2012-04-13 | 2012-08-01 | 中国农业大学 | 一种亚临界水萃取辣椒渣中生物活性物质的方法 |
| US20160367612A1 (en) * | 2014-02-10 | 2016-12-22 | Dr. Willmar Schwabe Gmbh & Co., Kg | Improved method for producing ginko extracts |
| CN109259018A (zh) * | 2018-10-24 | 2019-01-25 | 中国科学院兰州化学物理研究所 | 一种花椒叶中具有保健功能的总黄酮提取物的制备方法及用途 |
| CN109453253A (zh) * | 2018-12-28 | 2019-03-12 | 四川大学 | 一种从花椒油加工副产物中提取黄酮类抗氧化剂的方法 |
| CN110746331A (zh) * | 2019-10-22 | 2020-02-04 | 晨光生物科技集团股份有限公司 | 一种从万寿菊中提取叶黄素和槲皮万寿菊素的工业化方法 |
-
2020
- 2020-11-16 CN CN202011275942.2A patent/CN112516621A/zh active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20000000002A (ko) * | 1998-09-26 | 2000-01-15 | 조봉관 | 쑥엑스제 조제방법 및 전자 쑥뜸기 |
| CN102040577A (zh) * | 2010-09-27 | 2011-05-04 | 南京泽朗医药科技有限公司 | 一种黄秋葵黄酮的提纯方法 |
| CN102614308A (zh) * | 2012-04-13 | 2012-08-01 | 中国农业大学 | 一种亚临界水萃取辣椒渣中生物活性物质的方法 |
| US20160367612A1 (en) * | 2014-02-10 | 2016-12-22 | Dr. Willmar Schwabe Gmbh & Co., Kg | Improved method for producing ginko extracts |
| CN109259018A (zh) * | 2018-10-24 | 2019-01-25 | 中国科学院兰州化学物理研究所 | 一种花椒叶中具有保健功能的总黄酮提取物的制备方法及用途 |
| CN109453253A (zh) * | 2018-12-28 | 2019-03-12 | 四川大学 | 一种从花椒油加工副产物中提取黄酮类抗氧化剂的方法 |
| CN110746331A (zh) * | 2019-10-22 | 2020-02-04 | 晨光生物科技集团股份有限公司 | 一种从万寿菊中提取叶黄素和槲皮万寿菊素的工业化方法 |
Non-Patent Citations (1)
| Title |
|---|
| 卫强: "《植物茎叶化学成分的提取分离及活性研究》", 31 December 2018, 安徽大学出版社 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Yasoubi et al. | Total phenolic contents and antioxidant activity of pomegranate (Punica granatum L.) peel extracts | |
| CN109232229B (zh) | 一种迷迭香提取物的制备方法 | |
| CN102432582A (zh) | 一种原花青素的制备方法 | |
| CN111072449B (zh) | 一种以含谷维素的皂脚为原料制备天然阿魏酸的方法 | |
| CN100475828C (zh) | 一种从枇杷核中分离纯化苦杏仁苷的方法 | |
| CN102229593B (zh) | 毛叶山桐子毛油制备天然维生素e的方法 | |
| CN110496179B (zh) | 一种提取槟榔果实中抗氧化物质的方法及应用 | |
| CN102807570B (zh) | 一种化香果制备鞣花酸的方法 | |
| CN107098942B (zh) | 一种亚临界水萃取萝卜叶中山奈苷的方法 | |
| CN102675398A (zh) | 一种从罗汉果中提取罗汉果苷v和法尼醇的方法 | |
| CN115197287A (zh) | 综合提取甜茶中的甜茶苷、槲皮素和鞣花酸的方法及其应用 | |
| RU2704821C2 (ru) | Способ выделения изопреновых компонентов гваюлы | |
| CN101628857B (zh) | 一种从虎杖中提取白藜芦醇的生产工艺 | |
| CN110483532B (zh) | 花椒叶提取叶绿素及芳香油的方法 | |
| CN102106587B (zh) | 一种天然植物提取物的制备方法及用途 | |
| CN112516621A (zh) | 一种高含量花椒黄酮的制备方法 | |
| WO2017103838A1 (en) | A solvent free sesamin complex 90% and a method of synthesizing the same | |
| CN108084166B (zh) | 一种抗凝血苹果花有效成分及其提取分离方法、应用 | |
| KR20140003900A (ko) | 분무건조를 이용한 레스베라트롤 미세캡슐 제조방법 | |
| EP2607372B1 (en) | Process for production of triterpene alcohol | |
| KR20100045485A (ko) | 증류된 올리브 쥬스 추출물의 제조 방법 | |
| CN111848708B (zh) | 从罗汉果提取渣中分离角鲨烯等多种活性成分的方法 | |
| CN109096076B (zh) | 一种查尔酮类化合物及其制备方法 | |
| CN106635412A (zh) | 一种油的加工分离方法及其应用 | |
| CN113527402A (zh) | 一种从橄榄叶中同时提取橄榄苦甙、山楂酸和齐墩果酸的方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20210319 |