Anthelmintic Potential of Conjugated Long-Chain Fatty Acids Isolated from the Bioluminescent Mushroom Neonothopanus gardneri.

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-04 DOI:10.1021/acs.jnatprod.4c00546

Maria D A Oliveira, Teresinha de Jesus A Dos S Andrade, Joaquim S C Junior, Nerilson Marques Lima, Hugo G Machado, Jioji N Tabudravu, Francisco das Chagas L Pinto, Lucas Fukui-Silva, Monique C Amaro, Josué de Moraes, Dulce Helena S Silva, Antônia Maria das Graças L Citó, Chistiane Mendes Feitosa

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Abstract

With praziquantel being the sole available drug for schistosomiasis, identifying novel anthelmintic agents is imperative. A chemical investigation of the fruiting body of the bioluminescent mushroom Neonothopanus gardneri Berk. resulted in the isolation of new conjugated long-chain fatty acids (8E,10E,12S,13S)-12,13-dihydroxy-7-oxo-octadeca-8,10-dienoic acid (1) and (7S,8S,9E,11E)-7,8-dihydroxy-13-oxo-octadeca-9,11-dienoic acid (2) and three previously described compounds, (7R,8R,9Z)-7,8-dihydroxyoctadec-9-enoic acid (3), (2E)-dec-2-ene-1,10-dioic acid (4), and a ketolactone marasmeno-1,15-dione (5). Their planar structures were elucidated based on 1D and 2D NMR and MS/MS spectroscopic analyses. Compound 3 displayed significant antiparasitic activity against Schistosoma mansoni ex vivo (EC₅₀ < 10 μM). No toxicity was observed in mammalian cells or Caenorhabditis elegans.

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生物发光蘑菇加特纳新乳菇共轭长链脂肪酸的驱虫潜能

由于吡喹酮是血吸虫病唯一可用的药物，因此确定新的驱虫剂势在必行。生物发光蘑菇新乳菇子实体的化学性质研究。导致新共轭长链脂肪酸的隔离(e 8 e, 10, 12, 13 s) -12年,13-dihydroxy-7-oxo-octadeca-8, 10-dienoic酸(1)和(7、8、9 e, e 11日)7日8-dihydroxy-13-oxo-octadeca-9, 11-dienoic酸(2)和三个前所述化合物,(7 r 8 r 9 z) 7日8-dihydroxyoctadec-9-enoic酸(3)、(2 e) -dec-2-ene-1 10-dioic酸(4),和一个ketolactone marasmeno-1, 15-dione(5),其平面结构是阐明基于1 d和2 d NMR和MS / MS光谱分析。化合物3对曼氏血吸虫（Schistosoma mansoni）体外抗寄生活性显著（EC50 < 10 μM）。在哺乳动物细胞或秀丽隐杆线虫中未观察到毒性。

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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.

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