Tian R H, Ohmura E, Matsui M, Noharas T
Faculty of Pharmaceutical Sciences, Kumamoto University, Japan.
Phytochemistry. 1997 Feb;44(4):723-6. doi: 10.1016/s0031-9422(96)00592-4.
In addition to solamargine and proto-dioscin, three new steroid glycosides, abutilosides A-C, have been isolated from roots of the Solanaceae Solanum abutiloides. The structure of abutiloside A has been elucidated as 3 beta, 16 alpha-dihydroxy-26-isovalerylamino-5 alpha,25 xi H-cholestan-22-one 3-O-[O-beta-D-xylopyranosyl-(1-->2)-O-alpha-L- rhamnopyranosyl-(1-->4)-beta-D-glucopyranoside]. De-N-acylation of its aglycone yielded solafloridine by 22,N-cyclization. Therefore, 26-aminocholestan-22-one derivatives are considered to be crucial intermediates in steroid biosynthesis. The co-occurrence of the (25R)-steroids soladulcidine, solafloridine and diosgenin together with abutiloside A in roots of S. abutilosides suggests that the configuration of abutiloside A at C-25 will also be R.
除了茄解碱和原薯蓣皂苷之外，还从茄科植物白英（Solanum abutiloides）的根部分离出了三种新的甾体糖苷，即白英苷A - C。白英苷A的结构已被阐明为3β,16α - 二羟基 - 26 - 异戊酰氨基 - 5α,25ξH - 胆甾烷 - 22 - 酮3 - O - [O - β - D - 吡喃木糖基 - (1→2) - O - α - L - 吡喃鼠李糖基 - (1→4) - β - D - 吡喃葡萄糖苷]。其苷元的脱N - 酰化通过22,N - 环化反应生成了茄啶。因此，26 - 氨基胆甾烷 - 22 - 酮衍生物被认为是甾体生物合成中的关键中间体。白英根中(25R) - 甾体类化合物蜀羊泉碱、茄啶和薯蓣皂苷元与白英苷A同时存在，这表明白英苷A在C - 25位的构型也为R。
