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Issue 11, 2014
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Natalamycin A, an ansamycin from a termite-associated Streptomyces sp.

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Abstract

We report a preliminary functional and complete structural characterization of a highly unusual geldanamycin analog, natalamycin A, that was isolated from Streptomyces strain M56 recovered from a South African nest of Macrotermes natalensis termites. Bioassay-guided fractionation based on antifungal activity led to the isolation of natalamycin A, and a combination of NMR spectroscopy and X-ray crystallographic analysis, including highly-accurate quantum-chemical NMR calculations on the largest and most conformationally-flexible system to date, revealed natalamycin A's three-dimensional solid- and solution-state structure. This structure along with the structures of related compounds isolated from the same source suggest a geldanamycin-like biosynthetic pathway with unusual post-PKS modifications.

Graphical abstract: Natalamycin A, an ansamycin from a termite-associated Streptomyces sp.

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Publication details

The article was received on 17 Apr 2014, accepted on 14 Jul 2014 and first published on 14 Jul 2014


Article type: Edge Article
DOI: 10.1039/C4SC01136H
Citation: Chem. Sci., 2014,5, 4333-4338
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    Natalamycin A, an ansamycin from a termite-associated Streptomyces sp.

    K. H. Kim, T. R. Ramadhar, C. Beemelmanns, S. Cao, M. Poulsen, C. R. Currie and J. Clardy, Chem. Sci., 2014, 5, 4333
    DOI: 10.1039/C4SC01136H

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