ent-Clavilactone J and Its Quinone Derivative, Meroterpenoids from the Fungus Resupinatus sp.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2023-11-06 DOI:10.1021/acs.jnatprod.3c00174

Karen Harms, Pathompong Paomephan, Thitiya Boonpratuang, Rattaket Choeyklin, Chuenchit Boonchird and Frank Surup*,

引用次数: 0

Abstract

Metabolites 1 and 2, isolated from cultures of the basidiomycete Resupinatus sp. BCC84615, collected in a tropical forest in northeastern Thailand, showed weak antibiotic activity against Bacillus subtilis and Staphylococcus aureus and cytotoxicity against cancer cell lines. Their planar structures were elucidated by high-resolution electrospray ionization mass spectrometry and NMR spectroscopy as clavilactone J, known from the basidiomycete Ampulloclitocybe clavipes, and its new 1,4-benzoquinone derivative. A detailed analysis of the ROESY correlations in 1 confirmed the recent revision of the relative configuration of clavilactone J. However, specific rotation and Cotton effects observed by electronic circular dichroism were contrary to those of the clavilactones; thus, we assigned a rare antipodal absolute configuration.

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ent Clavilactone J及其醌衍生物，来自真菌Resupinatus sp.的Meroterpenoids。

从泰国东北部热带森林中收集的担子菌Resupinatus sp.BCBC84615的培养物中分离的代谢产物1和2显示出对枯草芽孢杆菌和金黄色葡萄球菌的弱抗生素活性和对癌症细胞系的细胞毒性。它们的平面结构通过高分辨率电喷雾电离质谱和核磁共振波谱被鉴定为棒状内酯J，已知自担子菌Ampulloclitocybe clavipes，及其新的1,4-苯醌衍生物。对1中ROESY相关性的详细分析证实了克拉维内酯J的相对构型的最新修订。然而，通过电子圆二色性观察到的特定旋转和Cotton效应与克拉维内酯的相反；因此，我们给出了一个罕见的对足绝对构型。

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来源期刊

Journal of Natural Products 生物-药学

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.