多花双舌兰块茎中的甾体皂苷及其对环磷酸腺苷磷酸二酯酶的抑制活性。

Steroidal saponins from the tubers of Dichelostemma multiflorum and their inhibitory activity on cyclic-AMP phosphodiesterase.

作者信息

Inoue T, Mimaki Y, Sashida Y, Nikaido T, Ohmoto T

机构信息

School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.

出版信息

Phytochemistry. 1995 Jul;39(5):1103-10. doi: 10.1016/0031-9422(95)00117-p.

DOI:10.1016/0031-9422(95)00117-p

PMID:7662274

Abstract

Phytochemical examination of the tubers of Dichelostemma multiflorum led to the isolation of three new steroidal saponins together with two known saponins. The structures of the new compounds were determined by spectral data and a few chemical transformations to be (25R)-5 alpha-spirostane- 1 beta,3 beta-diol (brisbagenin) 1-O-[O-alpha-L-rhamnopyranosyl-(1-->3)-4-O- acetyl-alpha-L-arabinopyranoside], brisgabenin 1-O-[O-alpha-L-rhamnopyranosyl-(1-->2)-O- [alpha-L-rhamnopyranosyl-(1-->3)]-4-O-acetyl-alpha-L-arabinopyranosid e] and (22S,25S)-5 alpha-spirostan-3 beta-o1 3-O-[O-beta-D-galactopyranosyl- (1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4) -beta-D-galactopyranoside]. The known compounds were identified as desglucolanatigonin II and gitonin, with certain amounts of the corresponding C-25S isomers. Inhibitory activity of the isolated saponins and their derivatives on cAMP phosphodiesterase was evaluated to identify new compounds with medicinal potential.

摘要

对多花双舌兰块茎进行植物化学研究，从中分离出三种新的甾体皂苷以及两种已知皂苷。通过光谱数据和一些化学转化确定了新化合物的结构，分别为(25R)-5α-螺旋甾烷-1β,3β-二醇（brisbagenin）1-O-[O-α-L-鼠李吡喃糖基-(1→3)-4-O-乙酰基-α-L-阿拉伯吡喃糖苷]、brisgabenin 1-O-[O-α-L-鼠李吡喃糖基-(1→2)-O-[α-L-鼠李吡喃糖基-(1→3)]-4-O-乙酰基-α-L-阿拉伯吡喃糖苷]和(22S,25S)-5α-螺旋甾烷-3β-醇3-O-[O-β-D-吡喃半乳糖基-(1→2)-O-[β-D-吡喃木糖基-(1→3)]-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷]。已知化合物被鉴定为去葡萄糖拉那替贡宁II和吉托宁，并含有一定量相应的C-25S异构体。对分离得到的皂苷及其衍生物对环磷酸腺苷磷酸二酯酶的抑制活性进行了评估，以鉴定具有药用潜力的新化合物。