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Issue 1, 2013
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N-Substituted 2-aminoimidazole inhibitors of MRSA biofilm formation accessed through direct 1,3-bis(tert-butoxycarbonyl)guanidine cyclization

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Abstract

Antibiotic resistance is a significant problem and is compounded by the ability of many pathogenic bacteria to form biofilms. A library of N-substituted derivatives of a previously reported 2-aminoimidazole/triazole (2-AIT) biofilm modulator was constructed via α-bromoketone cyclization with 1,3-bis(tert-butoxycarbonyl)guanidine, followed by selective substitution. Several compounds exhibited the ability to inhibit biofilm formation by three strong biofilm forming strains of methicillin resistant Staphylococcus aureus (MRSA). Additionally, a number of members of this library exhibited synergistic activity with oxacillin against planktonic MRSA. Compounds with this type of dual activity have the potential to be used as adjuvants with conventional antibiotics.

Graphical abstract: N-Substituted 2-aminoimidazole inhibitors of MRSA biofilm formation accessed through direct 1,3-bis(tert-butoxycarbonyl)guanidine cyclization

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Publication details

The article was received on 26 Jul 2012, accepted on 08 Oct 2012 and first published on 09 Oct 2012


Article type: Paper
DOI: 10.1039/C2OB26469B
Org. Biomol. Chem., 2013,11, 130-137

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    N-Substituted 2-aminoimidazole inhibitors of MRSA biofilm formation accessed through direct 1,3-bis(tert-butoxycarbonyl)guanidine cyclization

    A. A. Yeagley, Z. Su, K. D. McCullough, R. J. Worthington and C. Melander, Org. Biomol. Chem., 2013, 11, 130
    DOI: 10.1039/C2OB26469B

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