Peniexpansones A–F: polyketides from Penicillium expansum DWS880 capable of enhancing the activity of fluconazole against Candida albicans

IF 5.8 3区化学 Q1 CHEMISTRY, MEDICINAL

Natural Products and Bioprospecting Pub Date : 2026-03-03 DOI:10.1007/s13659-026-00592-5

Wen-Yu Lu, Qing-Hui Xiao, Ai-Lin Liang, Peng-Ju Xu, Jing Li, Wen-Xuan Wang

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引用次数: 0

Abstract

Six new polyketides, peniexpansones A–F (1–4, 6, 7), along with an additional novel compound, (2E,4E,6E)-8-methyldeca-2,4,6-trienoic acid (5), and a known naphthopyrone, were isolated from the ethyl acetate extract of rice fermented with the soil fungus Penicillium expansum DWS880. Structurally, peniexpansones A–D feature a highly oxygenated tetrahydronaphthalene moiety linked to an acyl chain. The structures of the new compounds were elucidated by extensive spectroscopic analysis (1D/2D NMR and HRESIMS) and further supported by quantum chemical calculations. Peniexpansone C showed weak cytotoxicity against HCT116 cells (IC₅₀ 22.81 ± 0.42 μM) and moderate antimicrobial activity against pathogens including Staphylococcus aureus and Candida albicans. Moreover, peniexpansones A and B, can significantly improve the anti-fungal activity of fluconazole against resistant Candida albicans. Our results provided new structures for the future development of efficiency enhancement agents for anti-fungal drugs.

Graphical Abstract

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扩张青霉素酮A-F：从扩张青霉DWS880中提取的能增强氟康唑抗白色念珠菌活性的聚酮

从土壤真菌扩张青霉DWS880发酵大米的乙酸乙酯萃取物中分离出6个新的聚酮类化合物peniexpansones a- f（1 - 4,6,7）、1个新化合物(2E,4E,6E)-8-methyldeca-2,4,6-trienoic acid(5)和1个已知的萘吡啶酮。从结构上看，peniexpansones a - d具有与酰基链连接的高氧四氢萘部分。新化合物的结构被广泛的光谱分析（1D/2D NMR和hresms）所阐明，并进一步得到量子化学计算的支持。Peniexpansone C对HCT116细胞具有较弱的细胞毒性（IC50为22.81±0.42 μM），对金黄色葡萄球菌、白色念珠菌等病原菌具有中等抑菌活性。此外，peniexpansones A和B可以显著提高氟康唑对耐药白色念珠菌的抗真菌活性。本研究结果为今后抗真菌药物增效剂的开发提供了新的结构。图形抽象

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来源期刊

Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-

CiteScore

8.30

自引率

2.10%

发文量

审稿时长

13 weeks

期刊介绍： Natural Products and Bioprospecting serves as an international forum for essential research on natural products and focuses on, but is not limited to, the following aspects: Natural products: isolation and structure elucidation Natural products: synthesis Biological evaluation of biologically active natural products Bioorganic and medicinal chemistry Biosynthesis and microbiological transformation Fermentation and plant tissue cultures Bioprospecting of natural products from natural resources All research articles published in this journal have undergone rigorous peer review. In addition to original research articles, Natural Products and Bioprospecting publishes reviews and short communications, aiming to rapidly disseminate the research results of timely interest, and comprehensive reviews of emerging topics in all the areas of natural products. It is also an open access journal, which provides free access to its articles to anyone, anywhere.