Microtermolides A and B from termite-associated Streptomyces sp. and structural revision of vinylamycin

Gavin Carr; Michael Poulsen; Jonathan L. Klassen; Yanpeng Hou; Thomas P. Wyche; Tim S. Bugni; Cameron R. Currie; Jon Clardy

doi:10.1021/ol301043p

Microtermolides A and B from termite-associated Streptomyces sp. and structural revision of vinylamycin

Gavin Carr, Michael Poulsen, Jonathan L. Klassen, Yanpeng Hou, Thomas P. Wyche, Tim S. Bugni, Cameron R. Currie, Jon Clardy

Ecology and Evolution

74 Citations (Scopus)

Abstract

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.

Original language	English
Journal	Organic Letters
Volume	14
Issue number	11
Pages (from-to)	2822–2825
Number of pages	4
ISSN	1523-7060
DOIs	https://doi.org/10.1021/ol301043p
Publication status	Published - 1 Jun 2012

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title = "Microtermolides A and B from termite-associated Streptomyces sp. and structural revision of vinylamycin",

abstract = "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.",

author = "Gavin Carr and Michael Poulsen and Klassen, {Jonathan L.} and Yanpeng Hou and Wyche, {Thomas P.} and Bugni, {Tim S.} and Currie, {Cameron R.} and Jon Clardy",

year = "2012",

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doi = "10.1021/ol301043p",

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T1 - Microtermolides A and B from termite-associated Streptomyces sp. and structural revision of vinylamycin

AU - Carr, Gavin

AU - Poulsen, Michael

AU - Klassen, Jonathan L.

AU - Hou, Yanpeng

AU - Wyche, Thomas P.

AU - Bugni, Tim S.

AU - Currie, Cameron R.

AU - Clardy, Jon

PY - 2012/6/1

Y1 - 2012/6/1

N2 - 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.

AB - 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.

U2 - 10.1021/ol301043p

DO - 10.1021/ol301043p

M3 - Journal article

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SN - 1523-7060

VL - 14

SP - 2822

EP - 2825

JO - Organic Letters

JF - Organic Letters

IS - 11

ER -

Microtermolides A and B from termite-associated Streptomyces sp. and structural revision of vinylamycin

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