Three new fumagillol analogues and antifungal activity from Aspergillus fumigatus cocultured with Paraphaeosphaeria sp

Shuang Su; Xue-Qiong Yang; Ya-Bin Yang; Zhong-Tao Ding

doi:10.1016/j.fitote.2022.105395

Three new fumagillol analogues and antifungal activity from Aspergillus fumigatus cocultured with Paraphaeosphaeria sp

Fitoterapia. 2023 Mar:165:105395. doi: 10.1016/j.fitote.2022.105395. Epub 2022 Dec 17.

Authors

Shuang Su¹, Xue-Qiong Yang¹, Ya-Bin Yang², Zhong-Tao Ding³

Affiliations

¹ Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, Yunnan Characteristic Plant Extraction Laboratory, School of Chemical Science and Technology, Yunnan University, Kunming 650091, People's Republic of China.
² Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, Yunnan Characteristic Plant Extraction Laboratory, School of Chemical Science and Technology, Yunnan University, Kunming 650091, People's Republic of China. Electronic address: ybyang@ynu.edu.cn.
³ Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, Yunnan Characteristic Plant Extraction Laboratory, School of Chemical Science and Technology, Yunnan University, Kunming 650091, People's Republic of China; Yunnan University of Chinese Medicine, Kunming 650500, People's Republic of China. Electronic address: ztding@ynu.edu.cn.

PMID: 36539067
DOI: 10.1016/j.fitote.2022.105395

Abstract

Two fungi Aspergillus fumigatus YXG-12-2, and Paraphaeosphaeria sp. YXG-18 were isolated from medicinal plant Ginkgo biloba. The interaction of endophytes and host could induce the productions of antifungal metabolites against pathogens for the plant resistance. Three new fumagillol analogues, fumiparaphines A-C were isolated from A. fumigatus cocultured with Paraphaeosphaeria sp. in host medium. New compounds 2, and 3 had the similar fumagillol structures with tetrahydrofuran or tetrahydropyrane residue. The structures were established by 1D, 2D NMR, mass spectrometry, and calculated ECD spectra. Fumiparaphine A (1) indicated significant antifungal activity against the phytopathogen Alternaria alternata with MIC of 2 μg/mL.

Keywords: Antifungal activity; Aspergillus fumigatus; Coculture; Fumagillol analogue; Paraphaeosphaeria sp..

MeSH terms

Antifungal Agents*
Ascomycota*
Aspergillus fumigatus
Microbial Sensitivity Tests
Molecular Structure

Substances

Antifungal Agents
fumagillol