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人参皂苷的吸收、分布、排泄及代谢研究。VI. 人参皂苷Rb2在大鼠胃中的分解产物

Studies on absorption, distribution, excretion and metabolism of ginseng saponins. VI. The decomposition products of ginsenoside Rb2 in the stomach of rats.

作者信息

Karikura M, Miyase T, Tanizawa H, Taniyama T, Takino Y

机构信息

School of Pharmaceutical Sciences, University of Shizuoka, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1991 Feb;39(2):400-4. doi: 10.1248/cpb.39.400.

Abstract

The decomposition of ginsenoside Rb2 (Rb2) in rat stomach (in vivo) and in 0.1 N HCl solution (in vitro) was investigated in detail. By treating with 0.1 N HCl, the acidity of which is similar to that of gastric juice, a part of Rb2 was hydrolyzed to 20(R,S)-ginsenoside Rg3. On the other hand, Rb2 was little decomposed in rat stomach and a small quantity of an unidentified metabolite, which was different from the hydrolyzed products in 0.1 N HCl, was observed. The metabolite was separated into four compounds, which were identified by 1H- and 13C-nuclear magnetic resonance and fast atom bombardment mass spectrometry. These compounds were determined to be 25-hydroxy-23-ene (IV), 24-hydroxy-25-ene (V), 25-hydroperoxy-23-ene (VI) and 24-hydroperoxy-25-ene (VII) derivative of Rb2, respectively. In this study, it is suggested that 20(S)-protopanaxatriol saponins undergo hydrolysis of the C-20 glycosyl moiety and hydration of the side chain, on the other hand, 20(S)-protopanaxadiol saponins undergo oxygenation of the side chain.

摘要

详细研究了人参皂苷Rb2(Rb2)在大鼠胃内(体内)和0.1 N盐酸溶液中(体外)的分解情况。用酸度与胃液相似的0.1 N盐酸处理时,一部分Rb2水解为20(R,S)-人参皂苷Rg3。另一方面,Rb2在大鼠胃内几乎不分解,且观察到少量与0.1 N盐酸中的水解产物不同的未鉴定代谢物。该代谢物被分离为四种化合物,通过1H-和13C-核磁共振以及快原子轰击质谱进行鉴定。这些化合物分别被确定为Rb2的25-羟基-23-烯(IV)、24-羟基-25-烯(V)、25-氢过氧基-23-烯(VI)和24-氢过氧基-25-烯(VII)衍生物。在本研究中,表明20(S)-原人参三醇皂苷会发生C-20糖基部分的水解和侧链的水合作用,另一方面,20(S)-原人参二醇皂苷会发生侧链的氧化作用。

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