Cytotoxic Epipolythiodioxopiperazines from the Deep-Sea-Derived Fungus Exophiala mesophila MCCC 3A00939

IF 3.3 2区 生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2023-10-09 DOI:10.1021/acs.jnatprod.3c00534
Meimei Cheng, Xuli Tang, Zongze Shao, Guoqiang Li* and Qingqiang Yao*, 
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Abstract

Four new aranotin-type epipolythiodioxopiperazines, graphiumins K–N (14), along with four known analogues (58), were isolated from the deep-sea-derived fungus Exophiala mesophila MCCC 3A00939. Their structures were elucidated by detailed interpretation of NMR and mass spectrometric data. The absolute configuration of the isolates was deduced by a single-crystal X-ray diffraction analysis and the comparisons of experimental electronic circular dichroism (ECD) data with calculated ECD spectra. Graphiumins K (1) and L (2) exhibited cytotoxic activities against the K562, H69AR, and MDA-MB-231 cancer cells with IC50 values ranging from 2.3 to 5.9 μM.

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深海真菌Exophia intermoila MCCC 3A00939的细胞毒性表聚硫二氧亚哌嗪
从深海真菌中分离出四种新的阿兰素型表多硫代二氧亚哌嗪,即石墨素K–N(1–4),以及四种已知的类似物(5–8)。通过核磁共振和质谱数据的详细解释,阐明了它们的结构。通过单晶X射线衍射分析以及实验电子圆二色性(ECD)数据与计算的ECD光谱的比较,推导了分离物的绝对构型。石墨烯K(1)和L(2)对K562、H69AR和MDA-MB-231癌症细胞表现出细胞毒性活性,IC50值范围为2.3-5.9μM。
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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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