Phytochemistry2022,Vol.1999.DOI:10.1016/j.phytochem.2022.113188

Polyhydroxylated sesquiterpenes and ergostane glycosides produced by the endophytic fungus Xylaria sp. from Azadirachta indica

Song Z.-Q. Wang J.-F. Yang Q.-R. Li X.-P. Liu S.-S. Huang R. Wu S.-H.
Phytochemistry2022,Vol.1999.DOI:10.1016/j.phytochem.2022.113188

Polyhydroxylated sesquiterpenes and ergostane glycosides produced by the endophytic fungus Xylaria sp. from Azadirachta indica

Song Z.-Q. 1Wang J.-F. 1Yang Q.-R. 1Li X.-P. 1Liu S.-S. 1Huang R. 2Wu S.-H.1
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作者信息

  • 1. State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan Key Laboratory for Microbial Resources of the Ministry of Education Yunnan Institute of Microbiology School of Life Sciences Yunnan University
  • 2. School of Chemical Science and Technology Yunnan University
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Abstract

? 2022 Elsevier LtdThe investigation of the metabolites from the endophytic fungus Xylaria sp. YM 311647 in solid fermentation resulted in the isolation of six undescribed compounds, namely xylarioxides A–F, respectively. These included one eremophilane sesquiterpene, three guaiane sesquiterpene glycosides, and two ergostane glycosides. The structures of the compounds were determined by extensive analyses of spectroscopic data, including 1D and 2D NMR, as well as HRESIMS data. The stereochemistry of xylarioxide A was confirmed by X-ray crystallographic analysis. All of the isolated compounds were assayed for their antifungal activities against seven phytopathogenic fungi and two human pathogenic fungi. Among them, xylarioxides A, E and F showed potent activities against the tested phytopathogens. Particularly, xylarioxide E exhibited the highest activity against Gibberella saubinetii, Curvularia lunata, and Colletotrichum gloeosporioides with MIC values of 4, 4, and 8 μg/mL, respectively, which were comparable to the positive control of nystatin. Interestingly, guaiane sesquiterpene glycosides have been rarely reported from fungal sources. Additionally, xylarioxide E represented an unusual naturally occurring 3,4-seco-steroidal glycoside with a seven-membered lactone in ring A.

Key words

Antiphytopathogenic activity/Eremophilane/Ergostane glycoside/Guaiane glycoside/Sesquiterpene/Xylaria sp./Xylariaceae

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出版年

2022
Phytochemistry

Phytochemistry

CCR
ISSN:0031-9422
被引量1
参考文献量37
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