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Library of 1,4-disubstituted 1,2,3-triazole analogs of oxazolidinone RNA-binding agents.

ABSTRACT: The design and synthesis of small molecules that target RNA is immensely important in antibacterial therapy. We had previously reported on the RNA binding of a series of 4,5-disubstituted 2-oxazolidinones that bind to a highly conserved bulge region of bacterial RNA. This biological target T box antitermination system, which is found mainly in Gram-positive bacteria, regulates the expression of several amino acid related genes. In an effort to amplify our library, we have prepared a library of 1,4-disubstituted 1,2,3-triazole analogs that entails an isosteric replacement of the oxazolidinone nucleus. The synthesis of the new analogs was enhanced via copper(I) catalysis of an azide and alkyne cycloaddition reaction. A total of 108 1,4-disubstituted 1,2,3-triazole compounds have been prepared. All compounds were evaluated as RNA binding agents.

SUBMITTER: Acquaah-Harrison G

PROVIDER: S-EPMC2925680 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature

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Library of 1,4-disubstituted 1,2,3-triazole analogs of oxazolidinone RNA-binding agents.

Acquaah-Harrison George G Zhou Shu S Hines Jennifer V JV Bergmeier Stephen C SC

Journal of combinatorial chemistry 20100701 4

The design and synthesis of small molecules that target RNA is immensely important in antibacterial therapy. We had previously reported on the RNA binding of a series of 4,5-disubstituted 2-oxazolidinones that bind to a highly conserved bulge region of bacterial RNA. This biological target T box antitermination system, which is found mainly in Gram-positive bacteria, regulates the expression of several amino acid related genes. In an effort to amplify our library, we have prepared a library of 1 ...[more]

PMID: 20557032

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