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9β-羟基-6,9-二甲基-3-亚甲基-3a,4,8,9,9a,9b-六氢-薁并[4,5-b]呋喃-2(3H)-酮

9β-Hy-droxy-6,9-dimethyl-3-methyl-ene-3a,4,8,9,9a,9b-hexa-hydro-azuleno[4,5-b]furan-2(3H)-one.

作者信息

Moumou Mohamed, Benharref Ahmed, Daran Jean Claude, Mellouki Fouad, Berraho Moha

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2012 Feb 1;68(Pt 2):o386. doi: 10.1107/S1600536812000165. Epub 2012 Jan 14.

Abstract

The title compound, C(15)H(18)O(3), was synthesized from 9α-hy-droxy-parthenolide (9α-hy-droxy-4,8-dimethyl-12-methylen-3,14-dioxa-tricyclo-[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 seven-membered ring of the title compound shows a chair conformation, while the five-membered rings exibit different conformations, viz a twisted one for the lactone ring and an envelope conformation for the other five-membered ring with the C atom closest to the hydroxy group forming the flap. In the crystal, O-H⋯O hydrogen bonds connect mol-ecules into dimers that are inter-connected by C-H⋯O inter-actions, producing supramolecular chains along the b axis.

摘要

标题化合物C(15)H(18)O(3)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,该化合物从放射状安维尔菊地上部分的氯仿提取物中分离得到。标题化合物的七元环呈椅式构象,而五元环呈现不同的构象,即内酯环为扭曲构象,另一个五元环为信封式构象,其中最靠近羟基的C原子形成翼片。在晶体中,O-H⋯O氢键将分子连接成二聚体,这些二聚体通过C-H⋯O相互作用相互连接,沿b轴产生超分子链。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ce5d/3275063/e7bfca2b8de5/e-68-0o386-fig1.jpg

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