Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, PR China.
Chem Biodivers. 2012 Jul;9(7):1338-48. doi: 10.1002/cbdv.201100216.
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.
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。