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来自海洋真菌白齿菌菌株LF069的抗生素聚酮类化合物——恩乔多托酮

Engyodontochones, Antibiotic Polyketides from the Marine Fungus Engyodontium album Strain LF069.

作者信息

Wu Bin, Wiese Jutta, Wenzel-Storjohann Arlette, Malien Susan, Schmaljohann Rolf, Imhoff Johannes F

机构信息

Ocean College, Zhejiang University, Hangzhou, 310058, China.

Marine Microbiology, GEOMAR Helmholtz Center for Ocean Research Kiel, Düsternbrooker Weg 20, 24105, Kiel, Germany.

出版信息

Chemistry. 2016 May 23;22(22):7452-62. doi: 10.1002/chem.201600430. Epub 2016 Apr 21.

DOI:10.1002/chem.201600430
PMID:27098103
Abstract

Six new (2, 4-8) and two known polyketides with a basic structure of an anthraquinone-xanthone were isolated from mycelia and culture broth of the fungus Engyodontium album strain LF069. The structures and relative configurations of these compounds were established by spectroscopic means, and their absolute configurations were defined mainly by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Compounds 2 and 4-8 were given the trivial names engyodontochone A (2) and B-F (4-8). Compounds 5-8 represent the first example of a 23,28 seco-beticolin carbon skeleton. The relative and absolute configurations of two known substances JBIR-97/98 (1) and JBIR-99 (3) were determined for the first time. All isolated compounds were subjected to bioactivity assays. Compounds 1-4 exhibited inhibitory activity against methicillin-resistant Staphylococcus aureus (MRSA) that was 10-fold stronger than chloramphenicol.

摘要

从真菌白齿菌菌株LF069的菌丝体和培养液中分离出六种新的(2, 4 - 8)以及两种已知的具有蒽醌 - 氧杂蒽酮基本结构的聚酮化合物。这些化合物的结构和相对构型通过光谱手段确定,其绝对构型主要通过量子化学TDDFT计算和实验ECD光谱的比较来定义。化合物2和4 - 8被赋予俗名白齿菌醌A(2)和B - F(4 - 8)。化合物5 - 8代表了23,28 - 断 - 贝他可林碳骨架的首个实例。首次确定了两种已知物质JBIR - 97/98(1)和JBIR - 99(3)的相对和绝对构型。所有分离出的化合物都进行了生物活性测定。化合物1 - 4对耐甲氧西林金黄色葡萄球菌(MRSA)表现出抑制活性,其活性比氯霉素强10倍。

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