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从海洋来源真菌碳黑曲霉中分离、鉴定二聚萘并γ-吡喃酮及其抗分枝杆菌特性

Isolation, Structure elucidation, and antimycobacterial properties of dimeric naphtho-gamma-pyrones from the marine-derived fungus Aspergillus carbonarius.

作者信息

Zhang Yapeng, Ling Sun, Fang Yuchun, Zhu Tianjiao, Gu Qianqun, Zhu Wei-Ming

机构信息

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.

出版信息

Chem Biodivers. 2008 Jan;5(1):93-100. doi: 10.1002/cbdv.200890017.

Abstract

Two new dimeric naphtho-gamma-pyrones, compounds 1 and 2, were isolated from the AcOEt extract of the fungal strain WZ-4-11 of Aspergillus carbonarius, together with eight known analogues, including 10,10'-bifonsecin B (3), 6'-O-demethylnigerone (4), nigerone (5), isonigerone (6), fonsecin (7), rubrofusarin B (8), TMC 256A1 (9), and flavasperone (10). Their structures were elucidated by means of UV, CD, IR, and 1D- and 2D-NMR spectroscopy, in combination with HR-MS analysis. The fully assigned (1)H- and (13)C-NMR data of 3, and the (13)C-NMR data of 6 are reported for the first time. Compounds 1 and 2 showed weak antimycobacterial activities against Mycobacterium tuberculosis H37Rv, with MIC values of 43.0 and 21.5 microM, resp.

摘要

从黑曲霉真菌菌株WZ - 4 - 11的乙酸乙酯提取物中分离出两种新的二聚萘并-γ-吡喃酮化合物1和2,以及八种已知类似物,包括10,10'-联苯色菌素B(3)、6'-O-去甲基尼日酮(4)、尼日酮(5)、异尼日酮(6)、色菌素(7)、红镰孢菌素B(8)、TMC 256A1(9)和黄曲霉酮(10)。通过紫外光谱、圆二色光谱、红外光谱以及一维和二维核磁共振光谱,并结合高分辨质谱分析对它们的结构进行了阐明。首次报道了3的完全归属的氢核磁共振和碳核磁共振数据以及6的碳核磁共振数据。化合物1和2对结核分枝杆菌H37Rv显示出微弱抗菌活性,其最低抑菌浓度分别为43.0和21.5微摩尔。

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