New Fusarochromanone Derivatives from the Marine Fungus Fusarium equiseti UBOCC-A-117302.

IF 4.9 2区 医学 Q1 CHEMISTRY, MEDICINAL
Marine Drugs Pub Date : 2024-09-28 DOI:10.3390/md22100444
Giang Nam Pham, Béatrice Josselin, Arnaud Cousseau, Blandine Baratte, Marie Dayras, Christophe Le Meur, Stella Debaets, Amélie Weill, Thomas Robert, Gaëtan Burgaud, Ian Probert, Fatouma Mohamed Abdoul-Latif, Laurent Boyer, Stéphane Bach, Mohamed Mehiri
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引用次数: 0

Abstract

Two new fusarochromanone derivatives, deacetylfusarochromene (1) and deacetamidofusarochrom-2',3-diene (2), along with the previously reported metabolites fusarochromanone TDP-2 (3), fusarochromene (4), 2,2-dimethyl-5-amino-6-(2'E-ene-4'-hydroxylbutyryl)-4-chromone (5), fusarochromanone (6), (-)-chrysogine (7), and equisetin (8), were isolated from the marine fungus Fusarium equiseti UBOCC-A-117302. The structures of the compounds were determined by extensive spectrometric (HRMS) and spectroscopic (1D and 2D NMR) analyses, as well as specific rotation. Among them, 2 and 5 showed inhibition of three protein kinases with IC50 values ranging from 1.42 to 25.48 μM. Cytotoxicity and antimicrobial activity of all isolated compounds were also evaluated. Six fusarochromanone derivatives (1-6) exhibited diverse activities against three cell lines, RPE-1, HCT-116, and U2OS (IC50 values ranging from 0.058 to 84.380 μM). Equisetin (8) showed bactericidal activities against Bacillus cereus and Listeria monocytogenes (MBC values of 7.8 and 31.25 µM, respectively), and bacteriostatic activity against Enterococcus faecalis (MIC value of 31.25 µM). Compounds 2 and 4 showed bacteriostatic activities against Listeria monocytogenes (MIC of 125 µM).

来自海洋真菌 Fusarium equiseti UBOCC-A-117302 的新 Fusarochromanone 衍生物。
两种新的扶桑色酮衍生物,脱乙酰基扶桑色烯(1)和脱乙酰氨基扶桑色-2',3-二烯(2),以及之前报道的代谢物扶桑色酮 TDP-2 (3)、扶桑色烯(4)、从海洋真菌 Fusarium equiseti UBOCC-A-117302 中分离出了 2,2-二甲基-5-氨基-6-(2'E-烯-4'-羟基丁酰)-4-色酮 (5)、fusarochromanone (6)、(-)-chrysogine (7) 和 equisetin (8)。这些化合物的结构是通过广泛的光谱(HRMS)和光谱(一维和二维 NMR)分析以及特定旋转测定的。其中,2 和 5 对三种蛋白激酶有抑制作用,IC50 值在 1.42 至 25.48 μM 之间。此外,还对所有分离化合物的细胞毒性和抗菌活性进行了评估。六种扶桑色原酮衍生物(1-6)对 RPE-1、HCT-116 和 U2OS 三种细胞系表现出不同的活性(IC50 值从 0.058 到 84.380 μM)。赤黄素(8)对蜡样芽孢杆菌和李斯特菌具有杀菌活性(MBC 值分别为 7.8 和 31.25 µM),对粪肠球菌具有抑菌活性(MIC 值为 31.25 µM)。化合物 2 和 4 对单核细胞增生李斯特菌具有抑菌活性(MIC 值为 125 µM)。
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来源期刊
Marine Drugs
Marine Drugs 医学-医药化学
CiteScore
9.60
自引率
14.80%
发文量
671
审稿时长
1 months
期刊介绍: Marine Drugs (ISSN 1660-3397) publishes reviews, regular research papers and short notes on the research, development and production of drugs from the sea. Our aim is to encourage scientists to publish their experimental and theoretical research in as much detail as possible, particularly synthetic procedures and characterization information for bioactive compounds. There is no restriction on the length of the experimental section.
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