瓜馥木素C：一种从灰叶瓜馥木（樟科）中分离得到的大叶木兰型双环[3.2.1]辛烷新木脂素。

Cinerin C: a macrophyllin-type bicyclo[3.2.1]octane neolignan from Pleurothyrium cinereum (Lauraceae).

作者信息

Coy-Barrera Ericsson D, Cuca-Suárez Luis E, Sefkow Michael, Schilde Uwe

机构信息

Laboratorio de Bioorgánica, Departamento de Química, Facultad de Ciencias Básicas, Universidad Militar Nueva Granada, Colombia.

出版信息

Acta Crystallogr C. 2012 Aug;68(Pt 8):o320-2. doi: 10.1107/S0108270112030946. Epub 2012 Jul 19.

DOI:10.1107/S0108270112030946

PMID:22850860

Abstract

The structure of naturally-occurring cinerin C [systematic name: (7S,8R,3'R,4'S,5'R)-Δ(8')-4'-hydroxy-5,5',3'-trimethoxy-3,4-methylenedioxy-2',3',4',5'-tetrahydro-2'-oxo-7.3',8.5'-neolignan], isolated from the ethanol extract of leaves of Pleurothyrium cinereum (Lauraceae), has previously been established by NMR and HRMS spectroscopy, and its absolute configuration established by circular dichroism measurements. For the first time, its crystal structure has now been established by single-crystal X-ray analysis, as the monohydrate, C(22)H(26)O(7)·H(2)O. The bicyclooctane moiety comprises fused cyclopentane and cyclohexenone rings which are almost coplanar. An intermolecular O-H···O hydrogen bond links the 4'-OH and 5'-OCH(3) groups along the c axis.

摘要

从灰叶拟层孔菌（樟科）叶片的乙醇提取物中分离得到的天然存在的瓜叶菊酯C [系统名称：(7S,8R,3'R,4'S,5'R)-Δ(8')-4'-羟基-5,5',3'-三甲氧基-3,4-亚甲二氧基-2',3',4',5'-四氢-2'-氧代-7.3',8.5'-新木脂素] 的结构先前已通过核磁共振和高分辨质谱光谱法确定，其绝对构型通过圆二色性测量确定。现在首次通过单晶X射线分析确定了其晶体结构，为一水合物C(22)H(26)O(7)·H(2)O。双环辛烷部分由几乎共面的稠合环戊烷和环己烯酮环组成。分子间的O-H···O氢键沿c轴连接4'-OH和5'-OCH(3)基团。