关键词: Antimicrobial and cytotoxic activities Curvularin derivatives Mangrove plant Marine-derived fungus Penicillium sumatrense

Mesh : Molecular Structure Penicillium / chemistry Antineoplastic Agents / chemistry Zearalenone / analogs & derivatives

来  源:   DOI:10.1016/j.phytochem.2024.114000

Abstract:
Sumalarins D-G (1-4), four previously undescribed curvularin derivatives, along with two known related metabolites, curvularin (5) and dehydrocurvularin (6), were isolated and identified from the mangrove-derived fungus Penicillium sumatrense MA-325. Among them, sumalarin D (1) represents a unique example of curvularin derivative featuring a 5-methylfuran-2-yl-methyl group. Their structures were elucidated based on analysis of NMR and MS data as well as comparison of ECD spectra and quantum chemical calculations of NMR, and compound 1 was confirmed by X-ray crystallographic analysis. Compounds 1, 2, 5, and 6 are active against aquatic pathogenic bacteria Vibrio alginolyticus and V. harveyi with MIC values ranging from 4 to 64 μg/mL, while compound 6 is cytotoxic against tumor cell lines 5673, HCT 116, 786-O, and Hela with IC50 values of 3.5, 10.6, 10.9, and 14.9 μM, respectively.
摘要:
SumalarinsD-G(1-4),四种先前未描述的卷曲素衍生物,以及两种已知的相关代谢物,curvularin(5)和脱氢curvularin(6),从红树林衍生的真菌summatrense青霉MA-325中分离并鉴定。其中,sumalarinD(1)代表具有5-甲基呋喃-2-基甲基基团的curvularin衍生物的独特实例。根据对NMR和MS数据的分析以及对ECD光谱和NMR的量子化学计算的比较,阐明了它们的结构。和化合物1通过X射线晶体学分析证实。化合物1、2、5和6对水生致病菌溶藻弧菌和哈氏弧菌具有活性,MIC值为4至64μg/mL,而化合物6对肿瘤细胞系5673、HCT116、786-O具有细胞毒性,和Hela,IC50值为3.5、10.6、10.9和14.9μM,分别。
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