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海洋来源真菌 SCSIO F190 产生的抗微生物聚酮化合物

Antimicrobial Polyketides from the Marine-Derived Fungus sp. SCSIO F190.

机构信息

CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, RNAM Center for Marine Microbiology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou, Guangdong 510301, China.

University of Chinese Academy of Sciences, Beijing 110039, China.

出版信息

J Nat Prod. 2023 Mar 24;86(3):589-595. doi: 10.1021/acs.jnatprod.2c00900. Epub 2022 Dec 23.

Abstract

Three diphenyl ethers (-) and a cyclopentenone (), together with seven known compounds (-), were isolated from the fermentation broth of the marine sediment-derived fungus sp. SCSIO F190. Compounds and were found to exist as a pair of atropisomers (, ) and racemates (, ), respectively. The planar structures of compounds - were elucidated on the basis of NMR and HRESIMS data sets. The absolute configurations of and were determined by spectroscopic and single-crystal X-ray diffraction analyses, whereas the configuration of was determined by spectroscopic and chiral analyses. All compounds, except for and , displayed activities against various pathogenic bacteria. Notably, compounds -, especially , exhibited strong activity against Gram-positive bacteria, including methicillin-resistant bacterial strains of (MRSA), ATCC 29212, and BS01, with MIC values ranging from 0.5 to 4 μg/mL. Moreover, the structure-activity relationship analyses of the active compounds and their analogues revealed the critical structural features correlating to the observed antimicrobial activities, herein providing insights for antimicrobial drug development.

摘要

从海洋沉积物来源的真菌 sp. SCSIO F190 的发酵液中分离得到三个二苯醚(-)和一个环戊烯酮(),以及七个已知化合物(-)。化合物和被发现是一对对映异构体(,)和外消旋体(,)。基于 NMR 和 HRESIMS 数据集,确定了化合物-的平面结构。通过光谱和单晶 X 射线衍射分析确定了和的绝对构型,而的构型则通过光谱和手性分析确定。除了和之外,所有化合物都显示出对各种致病菌的活性。值得注意的是,化合物-,特别是,对革兰氏阳性菌表现出很强的活性,包括耐甲氧西林的金黄色葡萄球菌(MRSA)、ATCC 29212 和 BS01 的菌株,其 MIC 值范围为 0.5 至 4 μg/mL。此外,活性化合物及其类似物的结构-活性关系分析揭示了与观察到的抗菌活性相关的关键结构特征,为抗菌药物的开发提供了思路。

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