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Curvularin derivatives from the marine mangrove derived fungus Penicillium sumatrense MA-325
Phytochemistry ( IF 3.8 ) Pub Date : 2024-01-24 , DOI: 10.1016/j.phytochem.2024.114000
Yi-Ran Wang , Yu-Liang Dong , Xiao-Ming Li , Xiao-Shan Shi , Hong-Lei Li , Ling-Hong Meng , Rui Xu , Bin-Gui Wang

Sumalarins D–G (14), 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.



中文翻译:

来自海洋红树林真菌 Penicillium sumatrense MA-325 的弯孢素衍生物

Sumalarins D–G ( 14 )是从红树林来源的真菌Penicillium sumatrense MA-325 中分离并鉴定出的四种先前未描述的 curvularin 衍生物,以及两种已知的相关代谢物 curvularin ( 5 ) 和脱氢curvularin ( 6 ) 。其中,sumalarin D ( 1 )代表了具有5-甲基呋喃-2-基-甲基基团的curvularin衍生物的独特实例。通过对NMR和MS数据的分析以及ECD谱的比较和NMR的量子化学计算,阐明了它们的结构,并通过X射线晶体学分析证实了化合物1 。化合物1、2、56对水病原菌溶藻弧菌哈维弧菌具有活性,MIC 值范围为 4 至 64 μg/mL,而化合物6肿瘤细胞系 5673 、HCT 116、786-O 具有细胞毒性和 Hela,IC 50值分别为 3.5、10.6、10.9 和 14.9 μM。

更新日期:2024-01-24
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