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Issue 4, 2011
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Erythromycin B: conformational analysis and antibacterial activity

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Abstract

Erythromycin B, an acid-stable co-metabolite of the important antibiotic erythromycin A, differs from erythromycin A only in the absence of a hydroxyl group at C12, yet it has never been licensed for clinical use. We describe an NMR-based analysis of the conformation of erythromycin B, both free in aqueous solution and when weakly bound to bacterial ribosomes and show that it is conformationally similar to erythromycin A. The antibacterial activity of erythromycin B is shown to be similar to that of erythromycin A, but after acid-treatment, resembling exposure to the stomach, erythromycin B substantially retains antibacterial activity, whereas erythromycin A does not.

Graphical abstract: Erythromycin B: conformational analysis and antibacterial activity

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Publication details

The article was received on 07 Dec 2010, accepted on 11 Feb 2011 and first published on 03 Mar 2011


Article type: Concise Article
DOI: 10.1039/C0MD00251H
Citation: Med. Chem. Commun., 2011,2, 331-336
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    Erythromycin B: conformational analysis and antibacterial activity

    P. Tyson, A. Hassanzadeh, Mohd. N. Mordi, D. G. Allison, V. Marquez and J. Barber, Med. Chem. Commun., 2011, 2, 331
    DOI: 10.1039/C0MD00251H

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