来自非洲榄仁树的抗菌五环三萜类化合物。

Antimicrobial pentacyclic triterpenoids from Terminalia superba.

作者信息

Tabopda Turibio Kuiate, Ngoupayo Joseph, Khan Tanoli Sheraz A, Mitaine-Offer Anne-Claire, Ngadjui Bonaventure Tchaleu, Ali Muhammad Shaiq, Luu Bang, Lacaille-Dubois Marie-Aleth

机构信息

Département de Chimie Organique, Université de Yaoundé I, Yaoundé, Cameroon.

出版信息

Planta Med. 2009 Apr;75(5):522-7. doi: 10.1055/s-0029-1185328. Epub 2009 Feb 12.

DOI:10.1055/s-0029-1185328

PMID:19214947

Abstract

Antibacterial bioassay-guided fractionation of the methanol extract of the stem bark of Terminalia superba led to the isolation of four new triterpene glucosides (1-4) which were characterized as 2 alpha,3 beta-dihydroxyolean-12-en-28-oic acid 28-O-beta-D-glucopyranoside (1), 2 alpha,3 beta, 21 beta-trihydroxyolean-12-en-28-oic acid 28-O-beta-D-glucopyranoside (2), 2 alpha,3 beta, 29-trihydroxyolean-12-en-28-oic acid 28-O-beta-D-glucopyranoside (3) and 2 alpha,3 beta,23,27-tetrahydroxyolean-12-en-28-oic acid 28-O-beta-D-glucopyranoside (4) together with the known triterpene 2 alpha,3 beta,23-trihydroxyolean-12-en-28-oic acid (5). Structures were established by spectroscopic methods including one- and two-dimensional NMR, EI-MS and HR-EI-MS. The antibacterial activity of 1-5 was also investigated against two gram-positive (Bacillus subtilis, Staphylococcus aureus), and four gram-negative (Escherichia coli, Shigella flexenari, Pseudomonas aeruginosa, Salmonella typhi) bacterial strains.

摘要

对 Terminalia superba 茎皮甲醇提取物进行抗菌生物测定导向的分馏，得到了四种新的三萜糖苷（1-4），其结构鉴定为 2α,3β-二羟基齐墩果-12-烯-28-酸 28-O-β-D-吡喃葡萄糖苷（1）、2α,3β,21β-三羟基齐墩果-12-烯-28-酸 28-O-β-D-吡喃葡萄糖苷（2）、2α,3β,29-三羟基齐墩果-12-烯-28-酸 28-O-β-D-吡喃葡萄糖苷（3）和 2α,3β,23,27-四羟基齐墩果-12-烯-28-酸 28-O-β-D-吡喃葡萄糖苷（4），同时还得到了已知的三萜 2α,3β,23-三羟基齐墩果-12-烯-28-酸（5）。通过包括一维和二维 NMR、EI-MS 和 HR-EI-MS 在内的光谱方法确定了结构。还研究了 1-5 对两种革兰氏阳性菌（枯草芽孢杆菌、金黄色葡萄球菌）和四种革兰氏阴性菌（大肠杆菌、弗氏志贺菌、铜绿假单胞菌、伤寒沙门氏菌）菌株的抗菌活性。