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来自芒萁根茎的具有生物活性的克罗烷型二萜糖苷。

Biologically active clerodane-type diterpene glycosides from the root-stalks of Dicranopteris pedata.

作者信息

Aoki T, Ohro T, Hiraga Y, Suga T, Uno M, Ohta S

机构信息

Suzugamine Women's College, Hiroshima, Japan.

出版信息

Phytochemistry. 1997 Nov;46(5):839-44. doi: 10.1016/s0031-9422(97)00377-4.

DOI:10.1016/s0031-9422(97)00377-4
PMID:9375418
Abstract

The molecular structure of the biologically active diterpene alcohol isolated previously from the root-stalks of Dicranopteris pedata and Gleichenia japonica was confirmed to be (6S,13S)-cleroda-3,14-diene-6,13-diol by an X-ray crystallographic analysis, together with application of the octant rule to the Cotton effect observed in the CD spectrum of its 6-keto derivative. Further investigation of the root-stalks of D. pedata has resulted in the isolated two new glycosides, which were characterised as (6S,13S)-6-O-[beta-D-glucopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl] 13-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-fucopyranosyl] cleroda-3,14-diene and (6S,13S)-6-O-[beta-glucopyranosyl]-13-O-[beta-fucopyranosyl-(1-->2) -alpha-rhamnopyranosyl]-cleroda-3,14-diene. Of these two glycosides, the former glycoside accelerated the growth of the stems of lettuce and inhibited the growth of the roots.

摘要

先前从芒萁和日本里白根茎中分离出的具有生物活性的二萜醇的分子结构,通过X射线晶体学分析,并结合八区规则应用于其6-酮衍生物的圆二色光谱中观察到的科顿效应,确定为(6S,13S)-cleroda-3,14-二烯-6,13-二醇。对芒萁根茎的进一步研究导致分离出两种新的糖苷,它们被表征为(6S,13S)-6-O-[β-D-吡喃葡萄糖基-(1→4)-α-L-吡喃鼠李糖基]13-O-[α-L-吡喃鼠李糖基-(1→4)-β-D-吡喃岩藻糖基]cleroda-3,14-二烯和(6S,13S)-6-O-[β-吡喃葡萄糖基]-13-O-[β-吡喃岩藻糖基-(1→2)-α-吡喃鼠李糖基]-cleroda-3,14-二烯。在这两种糖苷中,前一种糖苷促进了生菜茎的生长并抑制了根的生长。

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引用本文的文献

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Clerodane diterpenes: sources, structures, and biological activities.克罗烷二萜类化合物:来源、结构及生物活性。
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