Kim Ha Young, Patkar Chinmay, Warrier Ranjit, Kuhn Richard, Cushman Mark
Department of Medicinal Chemistry and Molecular Pharmacology, The Purdue Cancer Center, School of Pharmacy and Pharmaceutical Sciences, Purdue University, West Lafayette, IN 47907, USA.
Bioorg Med Chem Lett. 2005 Jul 1;15(13):3207-11. doi: 10.1016/j.bmcl.2005.05.013.
Dioxane-based antiviral agents targeted to the hydrophobic binding pocket of Sindbis virus capsid protein were designed by computer graphics molecular modeling and synthesized. Virus production using SIN-IRES-Luc and capsid assembly were monitored to evaluate antiviral activity. A compound with a three-carbon linker chain connecting two dioxane moieties inhibited virus production by 50% at a concentration of 40 microM, while (R)-hydroxymethyldioxane inhibited virus production by 50% at a concentration of 1 microM. Both compounds were not cytotoxic in uninfected BHK cells at concentrations of 1mM.
