KR930006047A - Methods for producing 20 (R & S) ginsenosides from ginseng ingredients - Google Patents

Methods for producing 20 (R & S) ginsenosides from ginseng ingredients Download PDF

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KR930006047A
KR930006047A KR1019910016457A KR910016457A KR930006047A KR 930006047 A KR930006047 A KR 930006047A KR 1019910016457 A KR1019910016457 A KR 1019910016457A KR 910016457 A KR910016457 A KR 910016457A KR 930006047 A KR930006047 A KR 930006047A
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South Korea
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acid
ginsenoside
hydrolysis
final product
peracetate
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KR1019910016457A
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Korean (ko)
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KR940004066B1 (en
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유광근
김신일
박기현
백남인
박종대
이유희
강규상
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유광근
재단법인 한국인삼연초연구소
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

인삼 사포닌중 프로토파낙사다이올계 사포닌인 진세노사이드 Rb1, Rb2, Rc 그리고 Rd의 혼합물을 5% 초산으로 가수분해하여 C-20위치의 이성체 혼합물인 C-20(R&S)-진세노사이드 Rg3을 얻었다. 이 혼합물을 무수초산/피리딘으로 완전아세틸화하여 실리카겔 칼람크로마토그라피하면 쉽게 입체이성체를 분리할 수 있다. 각각의 이성체를 5% 수산화나트륨/부탄올로 처리하여 저온(4℃)에서 20(R)-진세노사이드 Rg3및 20(S)-진세노사이드 Rg3, 고온(80℃)에서 20(R)-진세노사이드 Rh2및 20(S)-진세노사이드 Rh2를 제조함.The mixture of ginsenosides Rb 1 , Rb 2 , Rc and Rd, the protopanaxadiol saponins in ginseng saponin, was hydrolyzed with 5% acetic acid to give C-20 (R & Rg 3 was obtained. The mixture is fully acetylated with anhydrous acetic acid / pyridine to give the stereoisomer easily by silica gel column chromatography. Each of the isomers by the process of 5% sodium hydroxide / butanol 20 at a low temperature (4 ℃) (R) - ginsenoside Rg 3 and 20 (S) - ginsenoside Rg 3, 20 (R at a high temperature (80 ℃) ) -Gincenoside Rh 2 and 20 (S) -ginsenoside Rh 2 .

Description

인삼 성분으로부터 20(R&S)진세노사이드를 제조하는 방법Methods for producing 20 (R & S) ginsenosides from ginseng ingredients

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is a trivial issue, I did not include the contents of the text.

제1도는 적외분광 스펙트럼(브롬화칼륨정제)을 보인 도표,Figure 1 shows a chart showing infrared spectra (potassium bromide tablets)

제2도는 수소핵자기 공명스펙트럼(300메가헬츠, 중수소화피리딘)을 보인 도표,FIG. 2 is a plot showing the hydrogen nuclear magnetic resonance spectrum (300 megahertz, deuterated pyridine)

제3도는 탄소 핵자기공명 스펙트럼(75메가헬츠, 중수소화피리딘)을 보인 도표.FIG. 3 is a plot showing the carbon nuclear magnetic resonance spectrum (75 megahertz, deuterated pyridine).

Claims (8)

인삼의 프로토파낙사다이올계 사포닌을 산으로 산가수분해한 다음 아세틸화, 파라니트로벤조일화, 트리니트로벤조일하고 알카리로 가수분해시킨 후 실리카겔 칼람크로마토그라프를 이용하여 입체 이성체를 분리하는 20(R&S)-진세노사이드의 제조방법.(R & S) -hydroxybenzoic acid, which is obtained by acid hydrolysis of protopanaxyl dianhydrides of ginseng with acid followed by hydrolysis with acetylated, para-nitrobenzoylated, trinitrobenzoyl and alkaline, followed by separation of the stereoisomers using silica gel column chromatography ≪ / RTI > 청구범위 1항에서, 산이 초산, 염산, 황산, 질산 또는 인산임을 특징으로 하는 방법.The method according to claim 1, wherein the acid is acetic acid, hydrochloric acid, sulfuric acid, nitric acid or phosphoric acid. 청구범위 1항에서, 최종생성물인 진세노사이드가 20(R)-진세노사이드 Rg3이고 산가수분해 생성물인 20(R) 진세노사이드 Rg3퍼아세테이트를 4℃에서 알카리 가수분해시켜 불리함을 특징으로 하는 방법.The process according to claim 1, wherein the final product ginsenoside is 20 (R) -ginnenoside Rg 3 and the acid hydrolysis product 20 (R) ginsenoside Rg 3 peracetate is hydrolyzed at alkaline at 4 ° C ≪ / RTI > 청구범위 1항에서, 최종생성물인 진세노사이드가 20(R)-진세노사이드 Rg3이고 산가수분해 생성물인 20(R)진세노사이드 Rg3퍼아세테이트를 80℃에서 알카리 가수분해시켜 불리함을 특징으로 하는 방법.The process according to claim 1, wherein the final product ginsenoside is 20 (R) -ginnenoside Rg 3 and the acid hydrolysis product 20 (R) ginsenoside Rg 3 peracetate is hydrolyzed at 80 ° C. ≪ / RTI > 청구범위 1항에서, 최종생성물인 진세노사이드가 20(S)-진세노사이드 Rg3이고 산가수분해 생성물인 20(S) 진세노사이드 Rg3퍼아세테이트를 4℃에서 가수분해시켜 제조함을 특징으로 하는 방법.The process according to claim 1, wherein the final product ginsenoside is 20 (S) -ginnenoside Rg 3 and the acid hydrolysis product 20 (S) ginsenoside Rg 3 peracetate is hydrolyzed at 4 ° C. Lt; / RTI > 청구범위 1항에서, 최종생성물인 진세노사이드가 20(S)-진세노사이드 Rh이고 산가수분해 생성물인 20(S)-진세노사이드 Rg3퍼아세테이트 가수분해시켜 제조함을 특징으로 하는 방법.The process according to claim 1, characterized in that the final product ginsenoside is 20 (S) -ginchenoside Rh and is prepared by hydrolysis of the acid hydrolysis product 20 (S) -gincenoside Rg 3 peracetate . 청구범위 1항에서, 알카리 가수분해가 알콜중의 알카리 용액에 의하여 이루어짐을 특징으로 하는 방법.The method according to claim 1, wherein the alkaline hydrolysis is carried out by an alkali solution in alcohol. 청구범위 3, 4, 5 및 6항중의 한항에서, 최종 생성물의 분리가 고속 액체 크로마토그라프에 의하여 이루어짐을 특징으로 하는 방법.6. A method according to claim 3, 4, 5 and 6, characterized in that the separation of the final product is carried out by high-performance liquid chromatograph. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: It is disclosed by the contents of the first application.
KR1019910016457A 1991-09-20 1991-09-20 Sedative ginsenoside-rd prodn KR940004066B1 (en)

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KR1019910016457A KR940004066B1 (en) 1991-09-20 1991-09-20 Sedative ginsenoside-rd prodn

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KR940004066B1 KR940004066B1 (en) 1994-05-11

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100650318B1 (en) * 2005-11-16 2006-11-27 학교법인 함주학원 Method for isolation of ginsenoside using discrepancy in solubility

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100343270C (en) * 2000-11-15 2007-10-17 山东绿叶天然药物研究开发有限公司 Process for extracting anticancer product from natural plant
CN1252083C (en) * 2004-07-29 2006-04-19 上海中药创新研究中心 Process for synthesizing 20(S)-ginsenoside Rh2
CN102775461A (en) * 2012-07-02 2012-11-14 云南农业大学 Method for preparing 20 (R)-ginseniside Rg3

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100650318B1 (en) * 2005-11-16 2006-11-27 학교법인 함주학원 Method for isolation of ginsenoside using discrepancy in solubility

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