Microtermolides A and B from Termite-Associated Streptomyces sp. and Structural Revision of Vinylamycin
Author(s) -
Gavin Carr,
Michael Poulsen,
Jonathan L. Klassen,
Yanpeng Hou,
Thomas P. Wyche,
Tim S. Bugni,
Cameron R. Currie,
Jon Clardy
Publication year - 2012
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol301043p
Subject(s) - chemistry , streptomyces , strain (injury) , mass spectrometry , nuclear magnetic resonance spectroscopy , high resolution , fungus , chemical shift , stereochemistry , botany , bacteria , chromatography , archaeology , biology , paleontology , history , anatomy
Microtermolides A (1) and B (2) were isolated from a Streptomyces sp. strain associated with fungus-growing termites. The structures of 1 and 2 were determined by 1D- and 2D-NMR spectroscopy and high-resolution mass spectrometry. Structural elucidation of 1 led to the re-examination of the structure originally proposed for vinylamycin (3). Based on a comparison of predicted and experimental (1)H and (13)C NMR chemical shifts, we propose that vinylamycin's structure be revised from 3 to 4.
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