Novel indole alkaloids from Rauvolfia yunnanensis, inhibiting ESBL producing Escherichia coli by targeting cell membrane integrity. (31st January 2023)

• Record Type: Journal Article
• Authors: Qin, Ma-Long; Gao, Wen; Wu, Hao; Yu, Hao-Fei; Hu, Wei-Yan; Xiao, Chun-Fen; Zhang, Rong-Ping; Ding, Cai-Feng
• Is Part Of: Tetrahedron letters. Volume 115(2023)
• Publication Date: 2023-01-31
• Subjects: Rauvolfia yunnanensis -- Raufiayunesins A-C -- Calculation methods -- Antibacterial activity -- ESBL producing E. coli; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2022.154303
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Three unique monoterpenoid indole alkaloids, raufiayunesins A-C (1 –3 ) were obtained from the leaves of Rauvolfia yunnanensis . 1 and 2 were the rare spiro monoterpenoid indole alkaloids structures, that possess a bridged cyclic N, O -ketal spirooxirane core. While 3 with a characterized 11-oxa-13‑azatricyclo [6.4.1 2, 9 ] tridecane monoterpene part. Their structures were elucidated by the combination of density functional theory (DFT) calculations of the NMR spectra and electronic circular dichroism (ECD) analyses. Compound 1 exhibited significant antibacterial activity against ESBL producing Escherichia coli 330 by damaging the cell membrane integrity.