YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Preparation and Structure Determination of a New Glycoside, (20E)-Ginsenoside $Rh_3$, and its isomer from Diol-type Ginseng Saponins

인삼의 diol계 사포닌으로부터 새로운 배당체 (20E)-Ginsenoside $Rh_3$ 및 그의 입체이성체의 제조와 구조결정

  • 김동선 (충남대학교 자연과학대학 생화학과) ;
  • 백남인 (한국인삼연초연구원 인삼효능부) ;
  • 박종대 (한국인삼연초연구원 인삼효능부) ;
  • 이유희 (한국인삼연초연구원 인삼효능부) ;
  • 정소영 (한국인삼연초연구원 인삼효능부) ;
  • 이천배 (충남대학교 자연과학대학 생화학과) ;
  • 김신일 (한국인삼연초연구원 인삼효능부)
  • Published : 1995.02.01
Download PDF
⟨ Previous Next ⟩

Abstract

Acidic and alkaline hydrolysis of diol-type ginseng saponins produced a new glycoside, (20E)-ginsenoside Rh$_{3}$, and its stereoisomer (20Z)-, which were further subjected to alkaline by drolysis to give their aglycones, (20E)- and (20Z)-3$\beta$, 12$\beta$-dihydroxy-dammar-20(22),24-diene. The ratio of stereoisomeric mixtures was estimated to be ca. 5:1 from intensities of the peaks in $^{1}$H- and $^{13}$C-NMR spectra. The $^{1}$H- and $^{13}$C-NMR signals of ginsenoside Rh$_{3}$, which have remained unclarified, were completely assigned by the extensive application of modern NMR techniques.

Keywords

References

  1. Yakugaku Zasshi v.103 Chemical Studies on Crude Drug Procession Kitagawa,I.;Yoshikawa,M.;Yoshihara,M.;Hayashi,Y.;Taniyama,T.
  2. 4th Int'l. Ginseng Symp. Chemical Studies on Crude Drug Processing-Red Ginseng and White Ginseng Kitagawa,I.
  3. Int'l Ginseng Conferance Inhibitory Effects by Oral Administration of Ginseng Saponin on Human Ovarian Cancer Cell Growth in Nude Mice Tode,T.;Kikuchi,Y.;Hirata J.;Kita,T.;Imaizumi,E.;Nagata,I.
  4. Cancer Research v.45 Control of Phenotypic Experssion of Cultured B16 Melanoma cells by Plant Glycosides Odashima,S.;Ohta,T.;Kohno,H.;Matsuda,T.;Kitagawa,I.;Abe,H.;Arichi,S.
  5. Cancer Research v.47 Plant-Glycoside Modulation of Cell Surface Related to Control of Differentiation in Cultured B16 Melanoma Cells Ota,T.;Fujikawa yamamoto, K.;Zong,Z.;Yamazaki,M.;Odashima,S.;Kitagawa,I.;Abe,H.;Arichi,S.
  6. Proc. 6th Int'l. Ginseng Symp. Differentiation Mechanism of Ginsenoside in Cultured Murine F9 Teratocarcinoma Stem Cells Lee,H.Y.;Kim,S.I.;Lee S.K.;Chung,H.Y.;Kim,K.W.
  7. Yakhak Hoeji v.35 Preparation of a 20(R)-Ginsenoside Rh₂and the 20(S) Epimer from Protopanaxadiol Saponins of Panax ginseng C.A. Meyer Kim,S.I.;Baek,N.I.;Kim,D.S.;Lee,Y.H.;Kang,K.S.;Park,J.D.
  8. Korean J. Ginseng Sci. v.15 Preparation of 20(R)- and 20(S)-Ginsenoside Rh₁from Ginsenoside Re. Kim,S.I.;Park,J.D.;Lee,Y.H.;Nam,G.Y.;Baek,N.I.
  9. Yakhak Hoeji v.38 Preparation of 20(R)-and 20(S)-Ginsenoside Rh₂from Dammarane Saponins of Panax ginseng Leaves Cha,B.C.;Lee,S.G.
  10. J. Shenyang College of Pharmacy v.4 Minor Saponins from the leaves of Panax ginseng C.A. Meyer. Chen,Y.;Xu,S.;Ma,Q.;Yao,X.
  11. Arzneim.-Forsch./Drug Res. v.30 Isolation and Characterization of Ginsenoside-Rg₂, 20R-Prosapogenin, 20S-Prosapogenin and $△^ {20}$-Prosapogenin Kaku,T.;Kawashima,Y.
  12. Tetrahedron v.33 C-NMR Study of Ginseng Sapogenins and Their Related Dammarane Type Triterpenes Asakawa,J.;Kasai,R.;Yamasaki,K.;Tanake,O.