Asteltoxins I-T: Polyketides from a Plant Endophytic Strain of Pochonia bulbillosa.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-05-23 Epub Date: 2025-04-30 DOI:10.1021/acs.jnatprod.5c00303

Chun-Lun Qin, Zheng Li, Zi-Jian Huang, Jin-Ling Chang, Junjun Liu, Fang-Fang Duan, Xiaoyi Wei, Han-Li Ruan

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引用次数: 0

Abstract

Asteltoxins I-T (1-12), 12 asteltoxin-type polyketides, together with four known analogues (13-16), were isolated from an endophytic fungus Pochonia bulbillosa KNI755. Their structures, including absolute configurations, were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 1 featured a tetrahydro-2H-pyran-linked asteltoxin heterodimer incorporating a clavatol unit. Compounds 2 and 3 demonstrated unique tetrahydro-1,4-oxazine-linked asteltoxin heterodimers comprising a diphenyl ether unit. Compounds 4-7 presented unusual 1,4-dioxane-linked asteltoxin heterodimers also containing a diphenyl ether unit. Compounds 1-7 were immunosuppressive against concanavalin A (ConA)-induced T cell proliferation and lipopolysaccharide (LPS)-induced B cell proliferation with EC₅₀ values ranging from 9.2 to 26 μM and from 6.3 to 27 μM, respectively. Compound 1 exhibited inhibitory activity against the HCT116 human cancer cell line with an IC₅₀ value of 10 μM.

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星钻毒素I-T：一种球孢水蛭内生菌株的聚酮类化合物。

从内生真菌Pochonia bulbillosa KNI755中分离到asteltoxin I-T（1-12）、12个asteltoxin型聚酮，以及4个已知的类似物（13-16）。通过广泛的光谱分析、单晶x射线衍射和电子圆二色性（ECD）计算确定了它们的结构，包括绝对构型。化合物1是一种含clavatol单元的四氢- 2h -吡喃连接星毒素异二聚体。化合物2和3显示了独特的四氢-1,4-恶嗪连接星毒素异二聚体，包括一个二苯醚单元。化合物4-7是不寻常的1,4-二恶烷连接星毒素异二聚体，也含有一个二苯基醚单元。化合物1 ~ 7对ConA诱导的T细胞增殖和脂多糖诱导的B细胞增殖具有免疫抑制作用，EC50值分别为9.2 ~ 26 μM和6.3 ~ 27 μM。化合物1对HCT116人癌细胞具有抑制活性，IC50值为10 μM。

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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.