Chamilactones A and B, Sesquiterpenes from the Endophytic Fungus Chaetomium nigricolor F5.

IF 3.3 2区 生物学 Q2 CHEMISTRY, MEDICINAL
Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-30 DOI:10.1021/acs.jnatprod.4c01229
Yan-Jun Sun, Jin-Zhi Pan, Shuang-Zhi Yuan, Rémy Bertrand Teponno, Xue-Yan Feng, Xiao-Ping Peng, Qian Luo, Hong-Xiang Lou, Gang Li
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引用次数: 0

Abstract

A bioassay-guided chemical investigation of the endophytic fungus Chaetomium nigricolor F5 resulted in the discovery of two novel sesquiterpenes, chamilactones A and B (1 and 2), with a new 9,10-seco-15-nor-isoilludalane carbon skeleton, together with several biosynthetically related precursors (3-8). Their structures and absolute configurations were elucidated by the analysis of MS, NMR, calculated 13C chemical shifts, ECD calculations, and single-crystal X-ray diffraction data. It was proposed that an unprecedented carbon-carbon bond cleavage between C-9 and C-10 in 3-8 was the key step in the biosynthetic pathway of 1 and 2. Compound 3 displayed potent neuroprotective effects by reducing the phosphorylation level of p65 and inhibiting its nuclear translocation in the TLR4-mediated NF-κB signaling pathway in LPS-induced BV2 microglial cells.

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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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