来自大叶山楝的新型三萜类化合物。

Novel nortriterpenoids from Aphanamixis grandifolia.

作者信息

Zhang Yao, Wang Jun-Song, Luo Jun, Kong Ling-Yi

机构信息

Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing, People's Republic of China.

出版信息

Chem Pharm Bull (Tokyo). 2011;59(2):282-6. doi: 10.1248/cpb.59.282.

DOI:10.1248/cpb.59.282

PMID:21297313

Abstract

Four novel nortriterpenoids, 24,25-epoxy-tirucall-7,20(E)-diene-3,23-dione (1), 24,25,26,27-tetranortirucall-1,7-diene-23(21)-lactone (2), 3α-hydroxy-tirucall-7-ene-20-one (3), and 3-oxo-tirucall-7-ene-3,20-dione (4), together with one known compound mombasol (5) were isolated from the stem barks of Aphanamixis grandifolia. Their structures were elucidated on the basis of various spectroscopic analysis including electrospray ionization (ESI)-MS, high resolution (HR)-ESI-MS, IR, 1D- and 2D-NMR techniques (heteronuclear single quantum coherence (HSQC), heteronuclear multiple bond connectivity (HMBC) and rotating frame Overhauser enhancement spectroscopy (ROESY)), and by comparison of their spectral data with those reported. The absolute configuration of compound 1 was determined by circular dichroism (CD) exciton chirality.

摘要

从大叶山楝的茎皮中分离出四种新型的三萜类化合物，24,25-环氧-四环-7,20（E）-二烯-3,23-二酮（1）、24,25,26,27-四降四环-1,7-二烯-23（21）-内酯（2）、3α-羟基-四环-7-烯-20-酮（3）和3-氧代-四环-7-烯-3,20-二酮（4），以及一种已知化合物莫巴萨醇（5）。通过包括电喷雾电离（ESI）-质谱、高分辨率（HR）-ESI-质谱、红外光谱、一维和二维核磁共振技术（异核单量子相干（HSQC）、异核多键连接（HMBC）和旋转框架奥弗豪泽增强光谱（ROESY））在内的各种光谱分析，并将它们的光谱数据与已报道的数据进行比较，阐明了它们的结构。化合物1的绝对构型通过圆二色性（CD）激子手性确定。