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海洋来源真菌黑曲霉 MA75 在不同培养基上产生的多种次级代谢产物。

Diverse secondary metabolites produced by marine-derived fungus Nigrospora sp. MA75 on various culture media.

机构信息

Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, PR China.

出版信息

Chem Biodivers. 2012 Jul;9(7):1338-48. doi: 10.1002/cbdv.201100216.

Abstract

Bioassay-guided isolation of a fungal strain Nigrospora sp. MA75, an endophytic fungus obtained from the marine semi-mangrove plant Pongamia pinnata, which was fermented on three different culture media, resulted in the isolation and identification of seven known compounds, 2, 3, and 5-9, from a medium containing 3.5% NaCl, while a new compound, 2,3-didehydro-19α-hydroxy-14-epicochlioquinone B (10) was obtained from the medium containing 3.5% NaI. In addition, two new griseofulvin derivatives, 6-O-desmethyldechlorogriseofulvin (1) and 6'-hydroxygriseofulvin (4), were isolated and identified from the rice solid medium. Dechlorogriseofulvin (2) and griseofulvin (3) were the major components in fermentation extracts of all these culture media, while compounds 1 and 4, 5 and 6, and 10 were only present in the extract of respective culture medium. The structures of these compounds were elucidated by detailed spectroscopic analysis, and the absolute configuration of 1 was determined by CD measurement. Compounds 9 and 10 exhibited antibacterial activities toward five tested bacterial strains, while compounds 5, 6, and 8 selectively inhibited MRSA, E. coli, and S. epidermidis, and compound 3 showed moderate activity against V. mali and S. solani. Moreover, compound 10 potently inhibited the growth of MCF-7, SW1990, and SMMC7721 tumor cell lines with IC(50) values of 4, 5, and 7 μg/ml, respectively.

摘要

生物测定指导分离一株真菌菌株 Nigrospora sp. MA75,该菌株是从海洋半红树林植物麻疯树中获得的内生真菌,在三种不同的培养基上发酵,从含有 3.5%NaCl 的培养基中分离和鉴定出七种已知化合物 2、3 和 5-9,而从含有 3.5%NaI 的培养基中获得了一种新化合物 2,3-二脱氢-19α-羟基-14-表考布醌 B(10)。此外,从大米固体培养基中分离和鉴定出两种新的灰黄霉素衍生物 6-O-去甲氯灰黄霉素(1)和 6'-羟基灰黄霉素(4)。去氯灰黄霉素(2)和灰黄霉素(3)是所有这些培养基于发酵提取物中的主要成分,而化合物 1 和 4、5 和 6 以及 10 仅存在于相应培养基于发酵提取物中。这些化合物的结构通过详细的光谱分析阐明,并且通过 CD 测量确定了 1 的绝对构型。化合物 9 和 10 对五种测试的细菌菌株表现出抗菌活性,而化合物 5、6 和 8 选择性抑制 MRSA、大肠杆菌和表皮葡萄球菌,化合物 3 对 V. mali 和 S. solani 表现出中等活性。此外,化合物 10 对 MCF-7、SW1990 和 SMMC7721 肿瘤细胞系的生长具有很强的抑制作用,IC50 值分别为 4、5 和 7μg/ml。

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