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Systematical NMR analysis of swainsonine, a mycotoxin from endophytic fungus Alternaria oxytropis
Author(s) -
Tan Xiangmei,
Wang Yanduo,
Liu Zhenliang,
Liu Liliang,
Yu Meng,
Ding Gang
Publication year - 2021
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.5098
Subject(s) - chemistry , swainsonine , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , proton nmr , plant use of endophytic fungi in defense , nmr spectra database , carbon 13 nmr , absolute configuration , spectral line , botany , organic chemistry , biology , physics , astronomy
Swainsonine (SW, 1 ), a unique indolizine with poly‐hydroxyl groups, was re‐isolated from the plant endophytic fungus Alternaria oxytropis. The structure (including planar structure and relative configuration) was systematically elucidated by NMR spectra (including 1 H, 13 C, 1 H‐ 1 H COSY, HMQC, HMBC, and NOESY spectra in DMSO‐ d 6 and in CD 3 OD); 1 H NMR spectra of the modified Mosher's products were first used to determine the absolute configuration of SW. More importantly, the complex coupled features of H‐7α, H‐7β, and H‐6α in the 1 H NMR spectrum of ( 1 ) were analyzed in details, which will provide aids for the planar and relative configuration determination of analogs.