Karikura M, Miyase T, Tanizawa H, Taniyama T, Takino Y
School of Pharmaceutical Sciences, University of Shizuoka, Japan.
Chem Pharm Bull (Tokyo). 1991 Feb;39(2):400-4. doi: 10.1248/cpb.39.400.
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.
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。