Eremoxylarins D-J, Antibacterial Eremophilane Sesquiterpenes Discovered from an Endolichenic Strain of Xylaria hypoxylon

被引:7
|
作者
Miral, Alice [1 ]
Ferron, Solenn [1 ]
Rouaud, Isabelle [1 ]
Slyambayev, Dinmukhammed [1 ]
Bousarghin, Latifa [2 ]
Camuzet, Charline [3 ]
Belouzard, Sandrine [3 ]
Seron, Karin [3 ]
Le Pogam, Pierre [4 ]
Tranchimand, Sylvain [5 ]
Tomasi, Sophie [1 ]
机构
[1] Univ Rennes, CNRS, ISCR Inst Sci Chim Rennes, UMR 6226, F-35042 Rennes, France
[2] Univ Rennes, CHU Rennes, INRAE,INSERM, Nutr Metab & Canc NuMeCan,UMR 1317,Biosit,MRic IS, F-35000 Rennes, France
[3] Univ Lille, CHU Lille, INSERM, Inst Pasteur Lille,U1019 UMR 9017,Ctr Infect & Im, F-59000 Lille, France
[4] Univ Paris Saclay, CNRS, BioCIS, Equipe Chim Subst Nat, F-91400 Orsay, France
[5] ENSCR, CNRS, ISCR Inst Sci Chim Rennes, F-35708 Rennes, France
来源
JOURNAL OF NATURAL PRODUCTS | 2023年 / 86卷 / 04期
关键词
NATURAL-PRODUCTS; INTEGRIC ACID;
D O I
10.1021/acs.jnatprod.2c00881
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
An endolichenic strain of the Ascomycetaceous Xylaria hypoxylon, cultivated alone or in coculture with another endolichenic fungus Dendrothyrium variisporum, produced seven new bioactive eremophilane sesquiterpenes eremoxylarins D-J (1-7). The isolated compounds disclosed a high similarity with the eremophilane core of the bioactive integric acid, and structures were elucidated by 1D and 2D NMR spectra and electronic circular dichroism (ECD) analyses. Eremoxylarins D, F, G, and I showed a selective activity against Gram-positive bacteria such as methicillin-resistant Staphylococcus aureus with minimum inhibitory concentration (MIC) values between 0.39 and 12.5 mu g/mL. Eremoxylarin I, the most antibacterial active sesquiterpene, was also active against HCoV-229E at a concentration nontoxic to the hepatoma Huh-7 cell line with an 50% inhibitory concentration (IC50) of 18.1 mu M and a 50% cytotoxic concentration (CC50) of 46.6 mu M.
引用
收藏
页码:730 / 738
页数:9
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