Synthesis and Structure Elucidation of Celangulin Derivatives
Synthesis and Structure Elucidation of Celangulin Derivatives作者机构:Institute of Pesticide Science Northwest Sci-Tech University of Agriculture and Forest Yangling 712100 College of Life Science Northwest Sci-Tech University of Agriculture and Forest Yangling 712100 Institute of Pesticide Science Northwest Sci-Tech University of Agriculture and Forest Yangling 712100 National Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou 730000
出 版 物:《有机化学》 (Chinese Journal of Organic Chemistry)
年 卷 期:2004年第24卷第Z1期
页 面:302-页
核心收录:
学科分类:07[理学] 070303[理学-有机化学] 0703[理学-化学]
基 金:Project supported by the National Natural Science Foundation of China (No. 301301300).
主 题:insecticidal activity Celastrus angulatus chemical method core structure spectral data root bark
摘 要: Celangulins are sesquiterpene polyol esters based on a core structure known as β-dihydroagarofuran from Celastrus angulatus Max. Some of them are environment acceptable-pesticides. In order to find new active compounds and study their SAR, sesquiterpene polyol esters libraries were synthesized based on the basic hydrolysis of the extract of the root bark of Celastrus angulatus which could offer the β-dihydroagarofuran polyol by combinatorial chemical method and the compounds with insecticidal activity were isolated by bioassay-guided fractionation. Two new compounds with insecticidal activity against Mythimna separata, were isolated and elucidated as 2β,6α,8β, 13-tetraisobutanoyloxy-1β,4,9α-trihydroxy-β-dihydroagarofuran (A) and 1β,2β,6α,8β, 13-pentaisobutanoyloxy-4α,9α-dihydroxy-β-dihydroagarofuran (B) mainly by 1H NMR, 13C NMRH-HCOSY, HMQC, HMBC and HRMS spectral data. A: [α]20D -7.3 (c 0.12, CHCl3), B: [α]20D -34.6 (c 0.8,CHCl3).……