来自毛序山柳菊的桉烷衍生物。

Eudesmane derivatives from Hieracium intybaceum.

作者信息

Grass Sandra, Zidorn Christian, Ellmerer Ernst P, Stuppner Hermann

机构信息

Institut für Pharmazie, Abteilung Pharmakognosie, Leopold-Franzens-Universität Innsbruck, Innrain 52, Josef-Moeller-Haus, A-6020 Innsbruck.

出版信息

Chem Biodivers. 2004 Feb;1(2):353-60. doi: 10.1002/cbdv.200490031.

DOI:10.1002/cbdv.200490031

PMID:17191853

Abstract

Two new eudesmanolides, 4beta-H,3beta-(beta-D-glucopyranosyloxy)eudesma-1,11(13)-dien-12,6-olide (5a) and 3beta-D-glucopyranosyloxyeudesma-1,4(15),11(13)-trien-12,6-olide (5b), as well as two related, known compounds, tuberiferin (7a) and dehydrobrachylaenolide (7b), were isolated from the CH2Cl2 extract of subaerial parts of Hieracium intybaceum All. Compounds 6a, 6b, 8a, and 8b, the Me esters of the corresponding sesquiterpenic acids related to 5a, 5b, 7a, and 7b, respectively, were obtained as artifacts during the isolation process. Additionally, linoleic acid (1), linolenic acid (2), the lignane syringaresinol 4'-O-beta-D-glucopyranoside (3), and the guaianolide dehydrocostus lactone (4) were also isolated from H. intybaceum. Structure elucidations were based on mass spectrometry and extensive 1D- and 2D-NMR spectroscopy.

摘要

从菊科植物羊耳菊（Hieracium intybaceum All.）地上部分的二氯甲烷提取物中分离得到两个新的桉烷型倍半萜内酯，4β-H,3β-(β-D-吡喃葡萄糖氧基)桉烷-1,11(13)-二烯-12,6-内酯（5a）和3β-D-吡喃葡萄糖氧基桉烷-1,4(15),11(13)-三烯-12,6-内酯（5b），以及两个相关的已知化合物，块茎苦素（7a）和脱氢短叶内酯（7b）。在分离过程中还得到了化合物6a、6b、8a和8b，它们分别是与5a、5b、7a和7b相关的相应倍半萜酸的甲酯。此外，还从羊耳菊中分离得到了亚油酸（1）、亚麻酸（2）、木脂素丁香树脂醇4'-O-β-D-吡喃葡萄糖苷（3）和愈创木内酯脱氢木香内酯（4）。结构解析基于质谱以及广泛的一维和二维核磁共振光谱。