CN1546482A - Process for extracting total skullcapflavone aglycone - Google Patents
Process for extracting total skullcapflavone aglycone Download PDFInfo
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- CN1546482A CN1546482A CNA2003101092905A CN200310109290A CN1546482A CN 1546482 A CN1546482 A CN 1546482A CN A2003101092905 A CNA2003101092905 A CN A2003101092905A CN 200310109290 A CN200310109290 A CN 200310109290A CN 1546482 A CN1546482 A CN 1546482A
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- ethanol
- aglycone
- adds
- root
- skullcapflavone
- Prior art date
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- TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 title claims abstract description 11
- PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 title claims abstract description 11
- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title claims abstract description 8
- 229930192484 Skullcapflavone Natural products 0.000 title claims abstract description 7
- CZRGNFVQUYWGKP-UHFFFAOYSA-N Skullcapflavone I Natural products COC=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=CC=C1O CZRGNFVQUYWGKP-UHFFFAOYSA-N 0.000 title claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000003814 drug Substances 0.000 claims abstract description 11
- 230000006837 decompression Effects 0.000 claims abstract description 6
- 239000007788 liquid Substances 0.000 claims abstract description 6
- 239000000843 powder Substances 0.000 claims abstract description 6
- 239000002994 raw material Substances 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims description 10
- 229940079593 drug Drugs 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 5
- 230000007062 hydrolysis Effects 0.000 claims description 5
- 238000006460 hydrolysis reaction Methods 0.000 claims description 5
- 235000012054 meals Nutrition 0.000 claims description 5
- 238000012856 packing Methods 0.000 claims description 5
- 238000004064 recycling Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 241000050051 Chelone glabra Species 0.000 claims 1
- 240000004534 Scutellaria baicalensis Species 0.000 abstract description 3
- 238000001035 drying Methods 0.000 abstract description 3
- 102000004190 Enzymes Human genes 0.000 abstract description 2
- 108090000790 Enzymes Proteins 0.000 abstract description 2
- 235000017089 Scutellaria baicalensis Nutrition 0.000 abstract description 2
- 238000009835 boiling Methods 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000007789 sealing Methods 0.000 abstract 1
- 241000207929 Scutellaria Species 0.000 description 18
- 230000000694 effects Effects 0.000 description 8
- 239000000470 constituent Substances 0.000 description 7
- 210000004291 uterus Anatomy 0.000 description 6
- DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 description 5
- 206010013935 Dysmenorrhoea Diseases 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 229930182486 flavonoid glycoside Natural products 0.000 description 4
- 150000007955 flavonoid glycosides Chemical class 0.000 description 4
- 241000519989 Scutellaria galericulata Species 0.000 description 3
- HIMJIPRMECETLJ-UHFFFAOYSA-N Wogonin Natural products COc1cc(O)c(O)c2C(=O)C=C(Oc12)c3ccccc3 HIMJIPRMECETLJ-UHFFFAOYSA-N 0.000 description 3
- 230000005284 excitation Effects 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 238000005325 percolation Methods 0.000 description 3
- XLTFNNCXVBYBSX-UHFFFAOYSA-N wogonin Chemical compound COC1=C(O)C=C(O)C(C(C=2)=O)=C1OC=2C1=CC=CC=C1 XLTFNNCXVBYBSX-UHFFFAOYSA-N 0.000 description 3
- IPQKDIRUZHOIOM-UHFFFAOYSA-N Oroxin A Natural products OC1C(O)C(O)C(CO)OC1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC=CC=1)O2 IPQKDIRUZHOIOM-UHFFFAOYSA-N 0.000 description 2
- DJSISFGPUUYILV-UHFFFAOYSA-N UNPD161792 Natural products O1C(C(O)=O)C(O)C(O)C(O)C1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC(O)=CC=1)O2 DJSISFGPUUYILV-UHFFFAOYSA-N 0.000 description 2
- IKIIZLYTISPENI-ZFORQUDYSA-N baicalin Chemical compound O1[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC=CC=1)O2 IKIIZLYTISPENI-ZFORQUDYSA-N 0.000 description 2
- 229960003321 baicalin Drugs 0.000 description 2
- AQHDANHUMGXSJZ-UHFFFAOYSA-N baicalin Natural products OC1C(O)C(C(O)CO)OC1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC=CC=1)O2 AQHDANHUMGXSJZ-UHFFFAOYSA-N 0.000 description 2
- NPLTVGMLNDMOQE-UHFFFAOYSA-N carthamidin Natural products C1=CC(O)=CC=C1C1OC2=CC(O)=C(O)C(O)=C2C(=O)C1 NPLTVGMLNDMOQE-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002547 new drug Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- DJSISFGPUUYILV-ZFORQUDYSA-N scutellarin Chemical compound O1[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC(O)=CC=1)O2 DJSISFGPUUYILV-ZFORQUDYSA-N 0.000 description 2
- 229930190376 scutellarin Natural products 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 206010000242 Abortion threatened Diseases 0.000 description 1
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 206010007247 Carbuncle Diseases 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 206010023126 Jaundice Diseases 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 208000004880 Polyuria Diseases 0.000 description 1
- 208000005985 Threatened Abortion Diseases 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 206010000059 abdominal discomfort Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003266 anti-allergic effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 230000002279 cholagogic effect Effects 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000037020 contractile activity Effects 0.000 description 1
- 230000035619 diuresis Effects 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- 208000001848 dysentery Diseases 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 208000001780 epistaxis Diseases 0.000 description 1
- 229930003944 flavone Natural products 0.000 description 1
- 150000002213 flavones Chemical group 0.000 description 1
- 235000011949 flavones Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- -1 glucose aldehydes Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 230000023597 hemostasis Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 210000002429 large intestine Anatomy 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000002398 materia medica Substances 0.000 description 1
- 238000010606 normalization Methods 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 206010036067 polydipsia Diseases 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 210000000952 spleen Anatomy 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 230000026676 system process Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Landscapes
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a process for extracting total skullcapflavone aglycone comprising the steps of, using baikal skullcap root as raw material, disintegrating into coarse powder, charging 1-10 times of raw medicine, boiling and cooling down to 25-40 deg. C, agitating homogeneously, capping and sealing, constant temperature enzyme hydrolyzing 5-24 hours, stewing, taking-up, drying, charging 0.2-2 times of ethanol, agitating homogeneously, capping and moistening, loading into percolator, charging 3-15 times of ethanol, percolating, gathering the percolating liquid, reclaiming alcohol through decompression to relative density of 1.01-1.04 (40 deg. C to 50 deg. C), drying at 50 deg. C.- 80 deg. C.
Description
Technical field
The present invention relates to a kind of bulk drug extraction process, relate in particular to a kind of process for extracting total skullcapflavone aglycone.
Background technology
The root of large-flowered skullcap is one of conventional Chinese medicine of recording of Chinese Pharmacopoeia, is the dry root of labiate root of large-flowered skullcap Scutellariabaicalensis Georgi.Its property hardship, cold.Return lung, courage, spleen, large intestine, small intestinl channel, have heat-clearing and damp-drying drug, eliminating fire and detoxication, hemostasis, antiabortive effect.Be used for damp-warm syndrome, the heat temperature evil of vomitting uncomfortable in chest, damp and hot ruffian is full, rushes down dysentery, jaundice, and the cough due to lung-heat, high hot polydipsia, blood-head is told nosebleed, carbuncle sore tumefacting virus, threatened abortion.Modern pharmacological research shows that the root of large-flowered skullcap has effects such as anti-inflammatory, anti-allergic, antimicrobial, analgesic, step-down, reducing blood-fat, diuresis, cholagogic, spasmolysis, calmness.And toxicity is low, and its crude preparation by using is oral, baicalin or root of large-flowered skullcap drug administration by injection, and except that having a stomach upset appears in individual patients, all the other no obvious adverse reaction.
The root of large-flowered skullcap is found in recent studies, and generation has a significant effect to the uterus smooth muscle contractile activity with to the uterus prostaglandin(PG), and the single preparation of baikal skullcap root has obvious curative effects to primary dysmenorrhoea." CHINA JOURNAL OF CHINESE MATERIA MEDICA " reported that repeatedly having the effective constituent that suppresses the uteri excitation effect in the root of large-flowered skullcap is wogonin and QIANCENGZHI first element etc. over past ten years.
Find that after deliberation main component is a baicalin in the root of large-flowered skullcap, must be hydrolyzed to aglycon, uteri excitation is just had obvious restraining effect.Studies have shown that further the effective constituent that suppresses uteri excitation is wogonin, scutellarin and QIANCENGZHI first element; And adopt the new drug of the treatment primary dysmenorrhoea that Scullcap total-flavonoid aglycone makes, it is little, quick-acting, efficient, safe, the inexpensive desirable new drug of dose, thereby be necessary the effective constituent of the treatment primary dysmenorrhoea in the root of large-flowered skullcap is extracted as far as possible, as bulk drug.
The invention scheme
The present invention aim to provide a kind of simple to operate, cost is low, production safety, active constituent content height, process for extracting total skullcapflavone aglycone that yield is high.
The inventor is through system process screening proof, and root of large-flowered skullcap alcohol extract obviously is better than aqueous extract to the uterus relaxation activity, further discovers, the physiologically active at the lipotropy position of flavones obviously is better than its wetting ability position again.When the latter is separated with the polyamide column chromatography method, wherein the activity of aglycon is very strong in a small amount, and a large amount of flavonoid glycoside loses original activity, and the flavonoid glycoside reference substance is also invalid to hysteranesis.The inventor has isolated QIANCENGZHI first element, wogonin and three effective constituents of scutellarin from the aglycon position, measure these three active constituent contents through the HLPC normalization method and amount to more than 60%, so total-flavonoid aglycone is the efficient part of scutellaria for treating dysmenorrhoea in the proof root of large-flowered skullcap.Because the content of flavonoid glycoside is very high in the root of large-flowered skullcap crude drug, the content of its aglycon is but very low, considers that scutellaria glycosides belongs to the glucose aldehydes, is difficult to be hydrolyzed with acid.By utilizing the root of large-flowered skullcap self enzyme to carry out the test of root of large-flowered skullcap enzymolysis, show that most flavonoid glycoside is converted into aglycon, and technology is easy, free from environmental pollution.According to the result of above-mentioned analysis and trial test, the inventor has designed the extraction process of Scullcap total-flavonoid aglycone.
Process for extracting total skullcapflavone aglycone of the present invention is: with the root of large-flowered skullcap is raw material, pulverizes to be meal, adds 1-10 times of crude drug amount and boils to put temporarily and be chilled to 25 ℃～40 ℃ water, stirs, and seals, and constant temperature enzymic hydrolysis 5-24 hour is left standstill, and takes out oven dry.Dry powder adds 0.2-2 and doubly measures ethanol, stirs, and adds a cover moisteningly, and the percolator of packing into adds 3-15 and doubly measures ethanol, and diacolation is collected the liquid of filtering, and decompression recycling ethanol is to relative density 1.01～1.04 (40 ℃～45 ℃), in 50 ℃～80 ℃ oven dry, promptly.
Extraction process of the present invention is simple to operate, cost is low, production safety, active constituent content height, and the Scullcap total-flavonoid aglycone yield is up to 5-14%.
Embodiment
The present invention is described in detail below in conjunction with the embodiment of the invention.
Embodiment 1:
With root of large-flowered skullcap double centner is raw material, pulverizes to be meal, adds 10 times of crude drug amounts and boils to put temporarily and be chilled to 25 ℃～30 ℃ water, stirs, and seals, and constant temperature enzymic hydrolysis 10 hours is left standstill, and takes out oven dry.Dry powder adds 1 times of amount 90% ethanol, stir, add a cover moistening, the percolator of packing into adds 12 times of amount 90% ethanol, according to percolation " Chinese pharmacopoeia (appendix IO of version in 2000) diacolation under fluid extract and the extractum item, the collection liquid of filtering, decompression recycling ethanol is to relative density 1.02 (40 ℃～45 ℃), in 65 ℃ of oven dry, promptly.
Embodiment 2:
With the root of large-flowered skullcap is raw material for 88 kilograms, pulverizes to be meal, adds 6 times of crude drug amounts and boils to put temporarily and be chilled to 30 ℃～35 ℃ water, stirs, and seals, and constant temperature enzymic hydrolysis 15 hours is left standstill, and takes out oven dry.Dry powder adds 0.6 times of amount 95% ethanol, stir, add a cover moistening, the percolator of packing into adds 8 times of amount 95% ethanol, according to percolation " Chinese pharmacopoeia (appendix IO of version in 2000) diacolation under fluid extract and the extractum item, the collection liquid of filtering, decompression recycling ethanol is to relative density 1.04 (40 ℃～45 ℃), in 70 ℃ of oven dry, promptly.
Embodiment 3:
With the root of large-flowered skullcap is raw material for 88 kilograms, pulverizes to be meal, adds 3 times of crude drug amounts and boils to put temporarily and be chilled to 35 ℃～40 ℃ water, stirs, and seals, and constant temperature enzymic hydrolysis 20 hours is left standstill, and takes out oven dry.Dry powder adds 2 times of amount 95% ethanol, stir, add a cover moistening, the percolator of packing into adds 4 times of amount 95% ethanol, according to percolation " Chinese pharmacopoeia (appendix IO of version in 2000) diacolation under fluid extract and the extractum item, the collection liquid of filtering, decompression recycling ethanol is to relative density 1.03 (40 ℃～45 ℃), in 75 ℃ of oven dry, promptly.
Claims (1)
1, a kind of process for extracting total skullcapflavone aglycone is characterized in that: be raw material with the root of large-flowered skullcap, pulverize and be meal, add 1-10 times of crude drug amount and boil to put temporarily and be chilled to 25 ℃～40 ℃ water, stir, seal, constant temperature enzymic hydrolysis 5-24 hour, leave standstill, take out, oven dry.Dry powder adds 0.2-2 and doubly measures ethanol, stirs, and adds a cover moisteningly, and the percolator of packing into adds 3-15 and doubly measures ethanol, and diacolation is collected the liquid of filtering, and decompression recycling ethanol is to relative density 1.01～1.04 (40 ℃～45 ℃), in 50 ℃～80 ℃ oven dry, promptly.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200310109290 CN1275955C (en) | 2003-12-08 | 2003-12-08 | Process for extracting total skullcapflavone aglycone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200310109290 CN1275955C (en) | 2003-12-08 | 2003-12-08 | Process for extracting total skullcapflavone aglycone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1546482A true CN1546482A (en) | 2004-11-17 |
| CN1275955C CN1275955C (en) | 2006-09-20 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200310109290 Expired - Fee Related CN1275955C (en) | 2003-12-08 | 2003-12-08 | Process for extracting total skullcapflavone aglycone |
Country Status (1)
| Country | Link |
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| CN (1) | CN1275955C (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1313459C (en) * | 2005-06-07 | 2007-05-02 | 山东大学 | Total flavone glycoside extract of Radix scutellariae, Rodix scutellariae monomer flavone glycoside, its preparation and use |
| CN101008022B (en) * | 2007-01-23 | 2010-05-19 | 四川省中药研究所 | Preparation method of scutellaria root flavone general aglycone extract |
| WO2013177833A1 (en) * | 2012-06-01 | 2013-12-05 | 贵州百灵企业集团制药股份有限公司 | Dysmenorrhea-treating medicament and preparation method therefor |
-
2003
- 2003-12-08 CN CN 200310109290 patent/CN1275955C/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1313459C (en) * | 2005-06-07 | 2007-05-02 | 山东大学 | Total flavone glycoside extract of Radix scutellariae, Rodix scutellariae monomer flavone glycoside, its preparation and use |
| CN101008022B (en) * | 2007-01-23 | 2010-05-19 | 四川省中药研究所 | Preparation method of scutellaria root flavone general aglycone extract |
| WO2013177833A1 (en) * | 2012-06-01 | 2013-12-05 | 贵州百灵企业集团制药股份有限公司 | Dysmenorrhea-treating medicament and preparation method therefor |
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| Publication number | Publication date |
|---|---|
| CN1275955C (en) | 2006-09-20 |
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