来自伏氏楝的抗分枝杆菌三萜类化合物。

Antimycobacterial triterpenes from Melia volkensii.

作者信息

Cantrell C L, Rajab M S, Franzblau S G, Fischer N H

机构信息

Department of Chemistry, Louisiana State University, Baton Rouge, Louisiana 70803-1804, and GWL Hansen's Disease Center, P.O. Box 25072, Baton Rouge, Louisiana 70894, USA.

出版信息

J Nat Prod. 1999 Apr;62(4):546-8. doi: 10.1021/np980288u.

DOI:10.1021/np980288u

PMID:10217705

Abstract

In a bioassay-guided search for antimycobacterial compounds from higher plants, we have chemically investigated methanolic extracts of seeds of Melia volkensii. Chromatographic fractions provided two new euphane (20R)-type triterpenoids. The structures of the new compounds, 12beta-hydroxykulactone (1) and 6beta-hydroxykulactone (2), were elucidated by 1D and 2D NMR (13C, 1H, 1H-1H COSY, HMQC, HMBC, and NOESY spectra) and FABMS studies and shown to be hydroxyl derivatives of kulactone (3). Also isolated was the known kulonate (4). In a radiorespirometric bioassay against Mycobacterium tuberculosis, compounds 1, 2, and 4 exhibited minimum inhibitory concentrations of 16, 4, and 16 microg/mL, respectively.

摘要

在一项以生物测定法为导向、从高等植物中寻找抗分枝杆菌化合物的研究中，我们对伏氏楝种子的甲醇提取物进行了化学研究。色谱馏分提供了两种新的大戟烷（20R）型三萜类化合物。通过一维和二维核磁共振（13C、1H、1H-1H COSY、HMQC、HMBC和NOESY谱）以及快原子轰击质谱研究阐明了新化合物12β-羟基库拉内酯（1）和6β-羟基库拉内酯（2）的结构，并表明它们是库拉内酯（3）的羟基衍生物。还分离出了已知的库拉诺酸（4）。在针对结核分枝杆菌的放射性呼吸测定生物测定中，化合物1、2和4的最低抑菌浓度分别为16、4和16微克/毫升。