약학회지 (YAKHAK HOEJI)

  • 제40권2호
  • /
  • Pages.163-169
  • /
  • 1996
  • /
  • 0377-9556(pISSN)
  • /
  • 2383-9457(eISSN)
대한약학회 (The Pharmaceutical Society of Korea)
권호 표지

역합성법에 의한 진세노사이드 유사체의 합성

Retro-synthesis of Analogues of Ginsenosides

  • 장은하 (부산대학교 약학대학) ;
  • 제남경 (조선무약 생명과학 연구소) ;
  • 임광식 (부산대학교 약학대학)
  • Chang, Eun-Ha (College of Pharmacy, Pusan National University) ;
  • Je, Nam-Gyung (Institute of Life Science Research, Choseon Pharm. & Trading) ;
  • Im, Kwang-Sik (College of Pharmacy, Pusan National University)
  • 발행 : 1996.04.01
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초록

Glycosidation of 20(S)-protopanaxadiol obtained by the alkaline hydrolysis of total ginsenosides with 2,3,4,6-tetra-O-acetyl-${\alpha$-D-glucopyranosyl bromide in the presence of $CdCO_3$ in benzene-dioxane gave a mixture of acetylated monoglucosides and diglucosides in a total yield of 68%. Under the same condenstion condition, 20-dehydroxyglucosides were formed by dehydration of 12-O-glucosides. The structures of produced glycosides were elucidated as 3-O-${\beta$-D-glucopyranosyl-20(S)-protopanaxadiol, 12-O-${\beta$-D-glucopyranosyl-dammar-20(22), 24-dien-$3{\beta},12{\beta}$-diol, 3,12-di-O-${\beta}$-D-glucopyranosyl-dammar-20(22), 24-dien-$3{\beta},\;12{\beta}$-diol, respectively.

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