Antimicrobial and anti-inflammatory activity of four known and one new triterpenoid from Combretum imberbe (Combretaceae)

Antimicrobial and anti-inflammatory activity of four known and one new triterpenoid from Combretum imberbe (Combretaceae)
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DOI:
10.1016/j.jep.2006.09.002
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发表时间:
2007-03-01
影响因子:
5.4
通讯作者:
Eloff, J. N.
Eloff, J. N.
中科院分区:
医学2区
文献类型:
--
作者:
Angeh, J. E.;Huang, X.;Eloff, J. N.

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除其他外,鸡冠草在非洲被广泛用于治疗细菌感染。除已知的4个三萜类化合物1α,3β-二羟基-12-齐墩果烯-29-OIC(1),1-羟基-12-齐墩果酸(2),3,30-二羟基-12-齐墩果烯-22-酮(3)和1,3,24-三羟基-12-齐墩果酸(4)外,通过生物测定方法从菊叶中分离得到一个新的五环三萜化合物(Lα,23-二羟基-12-齐墩果烯-29-OIC-3-β-O-2,4-二乙酰-L-鼠李糖苷)5。通过1D和2D核磁共振实验以及质谱学数据对化合物的结构进行了鉴定。所有化合物对金黄色葡萄球菌和大肠埃希氏菌均有中等至较强的抗菌活性(MIC值),其中1和5的活性最强。化合物I和5对3α-羟基类固醇脱氢酶也有很强的抑制作用,IC50为0.3mU g/ml,化合物5对K-562、L-929和HeLa细胞有中等的抑制作用(GI(50)分别为16.5和13.2mU/ml)和细胞毒活性(CC50=17.6mU/ml)。本研究结果为毛冬青的民族医用提供了依据,扩大了我们对其代谢产物生物活性的认识。(C)2006爱思唯尔爱尔兰有限公司。保留所有权利。
Combretum imberbe is used widely in Africa inter alia for treating bacterial infections. In addition to four known triterpenoids, 1 alpha, 3 beta-dihydroxy-12-oleanen-29-oic (1), 1-hydroxy-12-olean-30-oic acid (2), 3,30-dihydroxyl-12-oleanen-22-one (3), and 1,3,24-trihydroxyl-12-olean-29-oic acid (4), a new pentacyclic triterpenoid (l alpha,23-dihydroxy- 12-oleanen-29-oic acid-3 beta-O-2,4-di-acetyl-L-rhamnopyranoside) 5 has been isolated through a bioassay-guided procedure from the leaves of Combretum imberbe. The structures of the compounds were elucidated on the basis of I D and 2D NMR experiments, as well as mass spectrometric data. All compounds isolated had moderate (62 mu g/ml) to strong (16 mu g/ml) antibacterial activity (MIC values) against Staphylococcus aureus and Escherichia coli, with 1 and 5 being most active. Compounds I and 5 also showed very strong inhibition of 3 alpha-hydroxysteroid dehydrogenase with an IC50 of 0.3 mu g/ml. Compound 5 indicated a moderate anti-proliferative (GI(50) = 16.5 and 13.2 mu g/ml) and cytotoxic activity (CC50 = 17.6 mu g/ml) against K-562, L-929 and HeLa cell lines, respectively. The results of this study give credence to the ethnomedicinal use of Combretum imberbe and expand our knowledge on the biological activity of its metabolites. (c) 2006 Elsevier Ireland Ltd. All rights reserved.