一组来自西番莲的氰苷非对映异构体。

A set of two diastereomers of cyanogenic glycosides from Passiflora quadrangularis.

作者信息

Saeki Daisuke, Yamada Takeshi, Kajimoto Tetsuya, Muraoka Osamu, Tanaka Reiko

机构信息

Osaka University of Pharmaceutical Sciences, 4-20-1, Nasahara, Takatsuki, Osaka 569-1094, Japan.

出版信息

Nat Prod Commun. 2011 Aug;6(8):1091-4.

PMID:21922906

Abstract

A set of two diastereomers of phenylcyano glycosides, (7S)- and (7R)-phenylcyanomethyl 1'-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (1, 2), were isolated from the methanol extract of dried vines of P. quadrangularis. The absolute configurations of the benzylic methine centers were determined mainly by the comparison of 13C NMR spectra of these compounds, prunasin (3) and sambunigrin (4), of which the last two cyanoglycosides are known to have (R)- and (S)-configurations, respectively.

摘要

从落葵干燥藤茎的甲醇提取物中分离出一组两种非对映体的苯基氰基糖苷，即(7S)-和(7R)-苯基氰基甲基 1'-O-α-L-鼠李糖基-(1→6)-β-D-葡萄糖苷（1, 2）。苄基次甲基中心的绝对构型主要通过比较这些化合物、苦杏仁苷（3）和黑芥子苷（4）的13C NMR光谱来确定，已知后两种氰基糖苷分别具有(R)-和(S)-构型。