Synthesis, characterization and antiviral evaluation of 1,3-Thiazolidine-4-one derivatives bearing L-Valine side chain

ABSTRACT: 1,3-Thiazolidine-4-ones have been known to possess anti-HIV and anti-HCV activityas they are, respectively, HIV-1 non-nucleoside reverse transcriptase inhibitors and HCVNS5B RNA-dependent RNA-polymerase inhibitors. Some novel 1-[2-(benzoylamino)-3-methylbutyryl]-4-alkyl/arylalkylthiosemicarbazides, 2-[2-(benzoylamino)-3-methylbutyrylhydrazono]-3-alkyl-/arylalkyl- 5-non substituted/methyl-1,3-thiazolidinones, were synthesizedand evaluated for their antiviral activity. Antiviral activity of the synthesized compounds werescreened against various types of viruses (Feline Corona Virus (FIPV), Feline Herpes Virus,HSV-1(KOS), HSV-1(TK-KOS ACVr), HSV-2(G), Vaccinia virus, Vesicular stomatitis virus, Varicella-ZosterVirus TK+VZV, Varicella-ZosterVirus TK-VZV, Cytomegalovirus, Respiratory syncytial virus,Coxsackie B4 virus, Parainfluenza-3 virus, Reovirus-1, Sindbis virus and Punta Toro virus) inCRFK, HEL, HeLa and Vero cell cultures. Anti-HIV and cytotoxicity data were also obtainedwith the compounds using the strains HIV-1 (IIIB) and HIV-2 (ROD) in an MT-4/MTT based assay.None of the tested compounds showed antiviral activity at subtoxic concentrations. Forall the synthesized compounds anti-HCV NS5B RdRp activity was not observed at the concentrationof 100 μM which was the highest concentration tested.KEYWORDS: 4-Thiazolidinones, L-valine, anti-HIV activity, anti-HCV activity.