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来自荫生刺桐的抗菌紫檀素。

Antibacterial pterocarpans from Erythrina subumbrans.

作者信息

Rukachaisirikul Thitima, Innok Phongsak, Aroonrerk Nuntana, Boonamnuaylap Woraluk, Limrangsun Saranya, Boonyon Chanakan, Woonjina Umpawan, Suksamrarn Apichart

机构信息

Department of Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, Thailand.

出版信息

J Ethnopharmacol. 2007 Mar 1;110(1):171-5. doi: 10.1016/j.jep.2006.09.022. Epub 2006 Sep 26.

Abstract

Seven pterocarpans, erybraedin B (1), erybraedin A (2), phaseollin (3), erythrabyssin II (4), erystagallin A (5), erythrabissin-1 (6) and erycristagallin (7), two flavanones, 5-hydroxysophoranone (8) and glabrol (9), and one isoflavone, erysubin F (10), were isolated from the stems of Erythrina subumbrans (Leguminosae). Their structures were identified by means of spectroscopy. This is the first report of the isolation of the non-alkaloidal compounds from Erythrina subumbrans and the observed dehydration of 6a-hydroxypterocarpans 5 and 6 in CDCl(3) to the corresponding pterocarpenes 11 and 12, respectively. Compounds 8 and 9 were isolated for the first time from the genus Erythrina. Compounds 2 and 4 exhibited the highest degree of activity against Streptococcus strains with an MIC range of 0.78-1.56 microg/ml, whereas compound 7 exhibited the highest degree of activity against Staphylococcus strains, including drug-resistant strains (MRSA and VRSA), with an MIC range of 0.39-1.56 microg/ml. Interestingly, compounds 2, 4, 5 and 7 were more active against several strains of Streptococcus and Staphylococcus than the standard antibiotics vancomycin and oxacillin. Compound 7 showed the highest level of activity against all VRSA strains tested, with an MIC range of 0.39-1.56 microg/ml, which were resistant to both antibiotics. These compounds may prove to be potent phytochemical agents for antibacterial activity, especially against the MRSA and VRSA strains.

摘要

从刺桐属植物(豆科)刺桐亚伞形树的茎中分离出了七种紫檀烷类化合物,即刺桐二素B(1)、刺桐二素A(2)、菜豆素(3)、刺桐二素II(4)、刺桐三素A(5)、刺桐二素-1(6)和刺桐晶三素(7),两种黄烷酮类化合物,5-羟基槐黄酮(8)和光甘草酚(9),以及一种异黄酮类化合物,刺桐素F(10)。通过光谱手段确定了它们的结构。这是首次报道从刺桐亚伞形树中分离出非生物碱类化合物,以及在CDCl₃中观察到6a-羟基紫檀烷类化合物5和6分别脱水生成相应的紫檀烯类化合物11和12。化合物8和9是首次从刺桐属植物中分离得到。化合物2和4对链球菌菌株表现出最高的活性程度,其最低抑菌浓度(MIC)范围为0.78 - 1.56微克/毫升,而化合物7对葡萄球菌菌株,包括耐药菌株(耐甲氧西林金黄色葡萄球菌和耐万古霉素金黄色葡萄球菌)表现出最高的活性程度,其MIC范围为0.39 - 1.56微克/毫升。有趣的是,化合物2、4、5和7对几种链球菌和葡萄球菌菌株的活性比标准抗生素万古霉素和苯唑西林更高。化合物7对所有测试的耐万古霉素金黄色葡萄球菌菌株表现出最高的活性水平,其MIC范围为0.39 - 1.56微克/毫升,这些菌株对两种抗生素均耐药。这些化合物可能被证明是具有强大抗菌活性的植物化学剂,特别是对耐甲氧西林金黄色葡萄球菌和耐万古霉素金黄色葡萄球菌菌株。

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