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ID: ALA1795202

Journal: Bioorg Med Chem

Title: An investigation of phenylthiazole antiflaviviral agents.

Authors: Mayhoub AS, Khaliq M, Botting C, Li Z, Kuhn RJ, Cushman M.

Abstract: Flaviviruses are one of the most clinically important pathogens and their infection rates are increasing steadily. The phenylthiazole ring system has provided a template for the design and synthesis of antiviral agents that inhibit the flaviviruses by targeting their E-protein. Unfortunately, there is a correlation between phenylthiazole antiflaviviral activity and the presence of the reactive and therefore potentially toxic mono- or dibromomethyl moieties at thiazole-C4. Adding a linear hydrophobic tail para to the phenyl ring led to a new class of phenylthiazole antiflaviviral compounds that lack the toxic dibromomethyl moiety. This led to development of a drug-like phenylthiazole 12 that had high antiflaviviral selectivity (TI=147).

CiteXplore: 21612931

DOI: 10.1016/j.bmc.2011.04.041