The absolute stereostructures of the polyacetylenic constituents of Ginseng Radix Rubra

被引：33

作者：

Kobayashi, M

Mahmud, T

Umezome, T

Wang, WW

Murakami, N

Kitagawa, I

机构：

[1] Faculty of Pharmaceutical Sciences, Osaka University, Osaka 565, 1-6, Yamada-oka

[2] Faculty of Pharmaceutical Sciences, Kinki University, Higashiosaka, Osaka 577

来源：

TETRAHEDRON | 1997年 / 53卷 / 46期

关键词：

D O I：

10.1016/S0040-4020(97)10026-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

The absolute stereostructures of panaxytriol (1) and panaxydol (2), two polyacetylenic constituents of the oriental medicine, Ginseng Radix Rubra, were determined by applying the modified Mosher method, CD exciton chirality method, and chemical conversion to be expressed as (3R,9R,10R)-heptadec-1-ene-4,6-diyne-3,9,10-triol and (3R,9R,10S)-9,10-epoxy-heptadec-1-ene-4,6-diyn-3-ol, respectively. Panaxytriol (1), the characteristic constituent of Ginseng Radix Rubra, was presumed to be formed from panaxydol (2), during the processing of the crude drug, via a regioselective hydrolysis of the epoxy moiety in 2. (C) 1997 Elsevier Science Ltd.

引用

页码：15691 / 15700

页数：10

共 27 条

[1]

STEREOCHEMISTRY OF ENYNOLS - A CAVEAT ON THE EXCITON CHIRALITY METHOD [J].