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. 2012 Jun 1;14(11):2822-5.
doi: 10.1021/ol301043p. Epub 2012 May 16.

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

Gavin Carr  1 , Michael Poulsen, Jonathan L Klassen, Yanpeng Hou, Thomas P Wyche, Tim S Bugni, Cameron R Currie, Jon Clardy
Affiliations
Free PMC article

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

Gavin Carr et al. Org Lett. .
Free PMC article

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.

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Figures

Figure 1
Figure 1
Key COSY and HMBC correlations for microtermolide A (1).
Figure 2
Figure 2
Original (3) and revised (4) structures of vinylamycin.
Figure 3
Figure 3
Key COSY and HMBC correlations in microtermolide B (2).
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