Penicilloneines A and B, Quinolone-Citrinin Hybrids from a Starfish-Derived Penicillium sp.

文献类型： 外文期刊

第一作者： Fan, Hao

作者： Fan, Hao;Zhang, Ze-Kun;Ni, Chen;Feng, Chan;Zhu, Jia-Qi;Li, Xiao-Hui;Zhang, Cui-Xian;Shao, Xue-Hua;Wei, Xia

作者机构：

期刊名称：JOURNAL OF NATURAL PRODUCTS （ 影响因子：5.1； 五年影响因子：4.5 ）

ISSN： 0163-3864

年卷期： 2024 年 87 卷 4 期

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收录情况： SCI

摘要： Penicilloneines A (1) and B (2) are the first reported quinolone-citrinin hybrids. They were isolated from the starfish-derived fungus Penicillium sp. GGF16-1-2, and their structures were elucidated using spectroscopic, chemical, computational, and single-crystal X-ray diffraction methods. Penicilloneines A (1) and B (2) share a common 4-hydroxy-1-methyl-2(1H)-quinolone unit; however, they differ in terms of citrinin moieties, and these two units are linked via a methylene bridge. Penicilloneines A (1) and B (2) exhibited antifungal activities against Colletotrichum gloeosporioides, with lethal concentration 50 values of 0.02 and 1.51 mu g/mL, respectively. A mechanistic study revealed that 1 could inhibit cell growth and promote cell vacuolization and consequent disruption of the fungal cell walls via upregulating nutrient-related hydrolase genes, including putative hydrolase, acetylcholinesterase, glycosyl hydrolase, leucine aminopeptidase, lipase, and beta-galactosidase, and downregulating their synthase genes 3-carboxymuconate cyclase, pyruvate decarboxylase, phosphoketolase, and oxalate decarboxylase.

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