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9-羟基-4,8-二甲基-12-(吡咯烷-1-基甲基)-3,14-二氧杂三环-[9.3.0.0]十四碳-7-烯-13-酮

9-Hy-droxy-4,8-dimethyl-12-(pyrrolidin-1-ylmeth-yl)-3,14-dioxatricyclo-[9.3.0.0]tetra-dec-7-en-13-one.

作者信息

Moumou Mohamed, Benharref Ahmed, Avignant Daniel, Oudahmane Abdelghani, Akssira Mohamed, Berraho Moha

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2226-7. doi: 10.1107/S1600536811030467. Epub 2011 Aug 2.

DOI:10.1107/S1600536811030467
PMID:22065010
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3200593/
Abstract

The title compound, C(19)H(29)O(4), was synthesized from 9α-hy-droxy-parthenolide (9α-hy-droxy-4,8-dimethyl-12-methylen-3,14-dioxatricyclo-[9.3.0.0(2,4)]tetra-dec-7-en-13-one), which was isolated from the chloro-form extract of the aerial parts of Anvillea radiata. The mol-ecule is built up from two fused five- and ten-membered rings with the pyrrolidin-1-ylmethyl group as a substituent. The five-membered lactone ring has an envelope conformation, whereas the ten-membered and pyrrolidine rings display approximate chair-chair and twisted conformations, respectively. The dihedral angle between the ten-membered ring and the lactone ring is 18.01 (19)°. An intra-molecular O-H⋯N hydrogen bond occurs. The crystal structure is stabilized by weak inter-molecular C-H⋯O hydrogen-bonding inter-actions.

摘要

标题化合物C(19)H(29)O(4)由9α-羟基-小白菊内酯(9α-羟基-4,8-二甲基-12-亚甲基-3,14-二氧杂三环-[9.3.0.0(2,4)]十四碳-7-烯-13-酮)合成,该化合物从辐射安维尔菊地上部分的氯仿提取物中分离得到。分子由两个稠合的五元环和十元环组成,吡咯烷-1-基甲基作为取代基。五元内酯环具有信封式构象,而十元环和吡咯烷环分别呈现近似椅式-椅式和扭曲构象。十元环与内酯环之间的二面角为18.01 (19)°。分子内存在O-H⋯N氢键。晶体结构通过弱的分子间C-H⋯O氢键相互作用得以稳定。

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