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六棱菊中的桉叶烷型和玫瑰烷型糖苷

Eudesmane and megastigmane glucosides from Laggera alata.

作者信息

Zheng Qunxiong, Xu Zhaojun, Sun Xianfeng, Yao Wei, Sun Handong, Cheng Christopher H K, Zhao Yu

机构信息

Department of Traditional Chinese Medicine and Natural Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310031, China.

出版信息

Phytochemistry. 2003 Aug;63(7):835-9. doi: 10.1016/s0031-9422(03)00370-4.

DOI:10.1016/s0031-9422(03)00370-4
PMID:12877925
Abstract

Four eudesmane glucosides, alatosides A-D (1-4), and one megastigmane glucoside, alatoside E (5), were isolated from the BuOH fraction of Laggera alata along with six known compounds. Structures of the new compounds were elucidated by a combination of chemical and spectroscopic methods. Alatosides A-E were characterized as: 1alpha-O-(beta-D-glucopyranosyloxyl)-7-epi-eudesma-11-en-2beta,4alpha-diol (1), 2beta-O-(beta-D-glucopyranosyloxyl)-eudesma-4alpha-hydroxyl-11(13)-en-12-oic-acid (2), 5beta-O-(beta-D-glucopyranosyloxyl)-eudesma-4(15),11(13)-dien-12-oic-acid (3), 5alpha-O-(beta-D-glucopyranosyloxyl)-eudesma-3,11(13)-dien-12-oic acid (4) and 3beta-O-(beta-D-glucopyranosyloxyl)-megastigma-9-one (5), respectively. Based on the chemical characteristics of eudesmane derivatives isolated from the Laggera genus, it was suggested that there are probably two different biogenetic pathways for these secondary metabolites in this genus.

摘要

从六棱菊的正丁醇部位分离得到了四种桉烷型糖苷,即翼齿六棱菊苷A-D(1-4),以及一种巨大戟烷型糖苷,翼齿六棱菊苷E(5),同时还得到了六种已知化合物。通过化学方法和光谱方法相结合的方式阐明了这些新化合物的结构。翼齿六棱菊苷A-E的结构分别鉴定为:1α-O-(β-D-吡喃葡萄糖氧基)-7-表-桉叶-11-烯-2β,4α-二醇(1)、2β-O-(β-D-吡喃葡萄糖氧基)-桉叶-4α-羟基-11(13)-烯-12-酸(2)、5β-O-(β-D-吡喃葡萄糖氧基)-桉叶-4(15),11(13)-二烯-12-酸(3)、5α-O-(β-D-吡喃葡萄糖氧基)-桉叶-3,11(13)-二烯-12-酸(4)和3β-O-(β-D-吡喃葡萄糖氧基)-巨大戟-9-酮(5)。基于从六棱菊属植物中分离得到的桉烷衍生物的化学特征,推测该属植物中这些次生代谢产物可能存在两种不同的生物合成途径。

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