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海绵藻Phyllospongia foliacens中的Phyllos

来源:花匠小妙招 时间:2024-12-27 07:49

海绵藻Phyllospongia foliacens中的Phyllospoggianes A–E、Dinorscalarane Sester萜烯

摘要

从海绵叶根海绵中分离到5个新的角鲨烷衍生物Phyllospongianes A-E(1-5),它们具有前所未有的6/6/6/5四环双角鲨烷支架,以及已知的可能的生物成因前体12-deacetylscalaradial(6)。通过光谱分析和电子圆二色性实验确定了分离化合物的结构。化合物1-5是目前报道的第6/6/6/5个角鲨烷类四环衍生物。化合物1、2、4对创伤弧菌、副溶血性弧菌、大肠杆菌、金黄色葡萄球菌、粪肠球菌、枯草芽孢杆菌和铜绿假单胞菌的MIC值为1 ~ 8 μg/mL。此外,化合物3对MDA-MB-231、HepG2、C4-2-ENZ、MCF-7、H460和HT-29癌细胞具有显著的细胞毒活性,IC50值在0.7 ~ 13.2 μM之间。

本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

Phyllospongianes A–E, Dinorscalarane Sesterterpenes from the Marine Sponge Phyllospongia foliascens

Phyllospongianes A–E (1–5), five new scalarane derivatives featuring an unprecedented 6/6/6/5 tetracyclic dinorscalarane scaffold, along with the known probable biogenetic precursor, 12-deacetylscalaradial (6), were isolated from the marine sponge Phyllospongia foliascens. The structures of the isolated compounds were determined by analysis of spectroscopic data and electronic circular dichroism experiments. Compounds 1–5 are the first 6/6/6/5 tetracyclic scalarane derivatives to be reported within the scalarane family. Compounds 1, 2, and 4 exhibited antibacterial activity against Vibrio vulnificus, Vibrio parahemolyticus, Escherichia coli, Staphylococcus aureus, Enterococcus faecalis, Bacillus subtilis, and Pseudomonas aeruginosa with MIC values ranging from 1 to 8 μg/mL. Furthermore, compound 3 exhibited significant cytotoxic activity on MDA-MB-231, HepG2, C4-2-ENZ, MCF-7, H460, and HT-29 cancer cell lines with IC50 values in the range between 0.7 and 13.2 μM.

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来源期刊

Journal of Natural Products

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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