Metabolomics-Guided Discovery of Bipolarolides H-O, New Ophiobolin-Type Sesterterpenes with Antibacterial Activity from the Marine-Derived Fungus Uzbekistanica storfjordensis sp. nov.

IF 3.6 2区 生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-30 DOI:10.1021/acs.jnatprod.4c01105
Sailesh Maharjan, Johan Mattias Isaksson, Monika Krupova, Teppo Rämä, Kine Østnes Hansen, Jeanette Hammer Andersen, Espen Holst Hansen
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Abstract

A marine-derived Pleosporales fungus, Uzbekistanica storfjordensis, was isolated from driftwood and described as a new species. The fungus was cultivated in liquid media and a molecular networking-driven approach was used to identify potential new secondary metabolites. The targeted compounds were isolated using preparative HPLC-MS, and through extensive spectroscopic analysis, eight new ophiobolin-type sesterterpenes, bipolarolides H-O (1-8), were identified. The absolute configurations of the compounds were determined by ECD assessment. Bipolarolide L (5), M (6), and O (8) exhibited inhibitory activity against Streptococcus agalactiae with MIC values of 86, 66, and 64 μM, respectively.

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代谢组学指导下从海洋真菌Uzbekistanica storfjordensis sp. nov.中发现具有抗菌活性的双极极化内酯H-O,新型蛇酚型酯萜。
从浮木中分离到一种海洋来源的多孢子菌(Pleosporales) Uzbekistanica storfjordensis。在液体培养基中培养真菌,并使用分子网络驱动方法鉴定潜在的新的次生代谢物。利用制备型HPLC-MS对目标化合物进行分离,并通过广泛的波谱分析鉴定出8种新的蛇弧菌素型酯萜类化合物,双极性olides H-O(1-8)。化合物的绝对构型通过ECD评价确定。双极性内酯L(5)、M(6)和O(8)对无乳链球菌具有抑制活性,MIC值分别为86 μM、66 μM和64 μM。
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来源期刊
CiteScore
9.10
自引率
5.90%
发文量
294
审稿时长
2.3 months
期刊介绍: The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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