Synthesis of ginsenoside Rg3, a minor constituent of Ginseng radix

Carbohydrate Research
V P AnufrievN I Baek

Abstract

Glycosylation of 12beta-acetoxy-dammar-24-en-3beta,20(S)-diol (4), with hepta-O-acetyl-alpha-sophorosyl bromide (5) under catalysis by Ag2CO3 or Ag2O afforded a chromatographically unseparated mixture of the alpha- and beta-linked octaacetates 6 and 7 in an approximately 2.5:1 ratio. After deprotection and chromatographic purification, the free alpha- (8) and beta-glycosides (9) were obtained. Sophoroside 9 was identical in all respects with ginsenoside Rg3, the minor component of Ginseng Radix rubra. All compounds were fully characterized by 1H and 13C NMR spectroscopy.

Citations

Apr 25, 2007·Journal of Asian Natural Products Research·J-P LiuX Li
Jan 6, 2009·Chemical & Pharmaceutical Bulletin·Sang Myung LeeKihwan Bae
Mar 14, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sha-Sha LiXiao-Jie Gong
Mar 19, 2009·Chemistry, an Asian Journal·Biao Yu, Jiansong Sun
Sep 10, 2013·Biochemistry. Biokhimii︠a︡·S V Popov, Yu S Ovodov
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ru ZhangZhi Yong Luo
Aug 1, 2007·Journal of Natural Products·Jia Wei LiuBang Luu
Dec 21, 2006·Journal of Agricultural and Food Chemistry·Chong-Zhi WangChun-Su Yuan

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