Isolation and structure elucidation of three neo-clerodane diterpenes from Teucrium fruticans L. (LABIATAE)

被引:31
作者
Coll, J [1 ]
Tandrón, Y [1 ]
机构
[1] CSIC, Dept Quim Organ Biol, Inst Invest Quim & Ambientales Barcelona Josep Pa, Barcelona 08034, Spain
关键词
Teucrium fruticans; Labiatae; structure elucidation; NMR; neo-clerodane diterpenes; antifeedant activity; antifungal activity;
D O I
10.1016/j.phytochem.2005.07.003
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Recently, the isolation from Teucrium fruticans of neo-clerodanes, namely 7 beta-hydroxyfruticolone, 11-hydroxyfruticolone, deacetylfruticolone and 6-acetyl-10-hydroxyteucjaponin B, in addition to fruticolone, isofruticolone and 8 beta-hydroxyfruticolone (three out of the four previously reported ones), and 6-acetylteucjaponin B (isolated from T scordium and T grisebachii) was reported. Minor compounds presumably of neo-clerodane nature were shown by HPLC analysis on a new extract. Three new compounds, difuranofruticol, deoxyfruticolone and 10-hydroxyteucjaponin B, and the known 7,8-didehydrofruticolone were unambiguously elucidated based on extensive NMR spectral studies (one- and two-dimensional experiments). The compounds were assayed for their antifeedant activity against Spodoptera littoralis and for their antifungal activity against Rhizoctonia solani. Compounds 9-11 showed low antifeedant activity and the feeding ratio of 12 was moderate-low. None of the tested compounds displayed significant activity against R. solani. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2298 / 2303
页数:6
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