Discovery of Antibacterial Azaphilone Hybrid Metabolites from Marine-Derived Aspergillus terreus PPS1.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-05-23 Epub Date: 2025-05-08 DOI:10.1021/acs.jnatprod.5c00187

Yao-Yao Zheng, Xiu Zhang, Ya-Hui Zhang, Meng-Qi Zhang, Zhiqing Liu, Pingyuan Wang, Guang-Shan Yao, Chang-Yun Wang

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引用次数: 0

Abstract

Three novel azaphilone hybrids (1-3) with two types of structural units, along with four known compounds (4-7), were obtained from the marine sediment-derived fungus Aspergillus terreus PPS1. Asperbenzophilone A (1) features an unprecedented 6/6/6/6 ring system containing a hemiketal group. Butyropyranones I and II (2 and 3) are equipped with an azaphilone fragment preasperpyranone and a butyrolactone, which are connected through ether bonds. Comprehensive spectroscopic techniques, ECD calculations, and deduction of biosynthetic pathways were used to confirm the planar structures and absolute configurations of the new compounds. Compound 2 displayed significant anti-MRSA activity. Additionally, compound 2 exhibited moderate cytotoxic activity on human tumor cell lines 786-O, 5637, MCF-7, A-673, and 293T and medium inhibitory activity against the SARS-CoV-2 main protease (M^pro/3CL^pro).

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海洋源地曲霉PPS1中抗菌氮蚜酮杂交代谢物的发现。

从海洋沉积物源真菌土曲霉PPS1中获得了3个具有2种结构单元的新型氮蚜酮杂种（1-3）和4个已知化合物（4-7）。asperbenzophone A(1)具有史无前例的6/6/6/6环体系，其中包含一个半晶基。丁吡喃酮I和II（2和3）具有一个氮唑啉酮片段、一个前丁吡喃酮和一个丁内酯，它们通过醚键连接。通过综合光谱技术、ECD计算和生物合成途径推导，确定了新化合物的平面结构和绝对构型。化合物2具有明显的抗mrsa活性。此外，化合物2对人肿瘤细胞系786-O、5637、MCF-7、A-673和293T具有中等的细胞毒活性，对SARS-CoV-2主要蛋白酶（Mpro/3CLpro）具有中等的抑制活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.