Penicilloneines A and B, Quinolone-Citrinin Hybrids from a Starfish-Derived Penicillium sp.
文献类型: 外文期刊
作者: Fan, Hao 1 ; Shao, Xue-Hua 2 ; Zhang, Ze-Kun 1 ; Ni, Chen 1 ; Feng, Chan 1 ; Wei, Xia 3 ; Zhu, Jia-Qi 1 ; Li, Xiao-Hui 1 ; Zhang, Cui-Xian 1 ;
作者机构: 1.Guangzhou Univ Chinese Med, Sch Pharmaceut Sci, Guangzhou 510006, Peoples R China
2.Minist Agr & Rural Affairs, Key Lab South Subtrop Fruit Biol & Genet Resource, Guangdong Prov Key Lab Trop & Subtrop Fruit Tree R, Guangzhou 510640, Guangdong, Peoples R China
3.Guangxi Med Univ, Pharmaceut Coll, Nanning 530021, Peoples R China
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
页码:
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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