(+)- and (−)-trichodermatrione A: a pair of enantiomers with a cyclobutane-containing skeleton from the endophytic fungus Trichoderma sp. EFT2. (April 2022)

• Record Type: Journal Article
• Authors: Yan, Wei; Ji, Wenxia; Ping, Chuan; Zhang, Tianyi; Li, Yu; Wang, Biao; Chen, Tianyu; He, Bo; Ye, Yonghao
• Is Part Of: Phytochemistry. Volume 196(2022)
• Publication Date: 2022-04
• Subjects: Euonymus fortunei (Turcz.) Hand.-Mazz (Celastraceae) -- Endophytic fungus -- Trichoderma sp. -- Cyclobutane-containing natural product -- Enantiomer -- Antibacterial activity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2022.113087
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: (±)-trichodermatrione A, a pair of cyclobutane-containing enantiomers with an undescribed tricyclic 6/4/6 skeleton, was isolated from Trichoderma sp. EFT2, an endophytic fungus from Euonymus fortunei (Turcz.) Hand.-Mazz (Celastraceae). The racemates were separated by chiral HPLC with the structures elucidated by a combination of MS, NMR, ECD calculation and X-ray crystallography analyses. (±)- trichodermatrione A and enantiomers were found to be antibacterial against phytopathogenic bacteria Xanthomonas oryzae pv. oryzae ( Xoo ) and X. oryzae pv. oryzicola ( Xoc ). Graphical abstract: (±)-trichodermatrione A, a pair of cyclobutane-containing enantiomers with an undescribed skeleton, was isolated from the plant endophytic fungus Trichoderma sp. EFT2. Image 1 Highlights: (±)-trichodermatrione A represents an undescribed tricyclic 6/4/6 skeleton. Racemates were separated by chiral HPLC. Structures were elucidated by 2D NMR, ECD and X-ray analysis. Isolated compounds showed moderate antibacterial activity.