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The Thai Journal of Veterinary Medicine

Abstract

The present study focused on the synthesis, In Ovoantiviral evaluation and In silicostudy of most active antiviral compounds of the azo series. The synthesis of title compounds was done by the coupling reaction of diazonium salt solutions withactive methylene (1,3-dioxolane and benzimidazole), to yield [(E)-1-(1,3-dioxolan-2-yl)-2-phenyldiazene] (A1), [(E)-1-(1,3-dioxolan-2-yl)-2-(4-methyl-phenyl)diazene] (A2), 2-[(E)-phenyldiazenyl]-1H-benzimidazole] (A3) , [(E)-1-(1,3-dioxolan-2-yl)-2-(4-ethylphenyl)diazene] (A4) and [(E)-1-(1,3-dioxolan-2-yl)-2-(2-methylphenyl)diazene] (A5). The structures of newly synthesized molecules were elucidated by spectroscopic techniques (EI-MS and FT-IR). In Ovoscreening of compounds against avian influenza virus (AIV) H9N2 strain and Newcastle Disease virus (NDV) Lasota strain was done. The evaluation data suggested that azo compound (A5) exhibited the highest anti-AIV and anti-NDV activity (100% inhibition at 0.1 mg/100 μL) compared to the other azo compounds which showed less activity at given concentrations. Docking study further suggested that azo compound (A5) binds with the active site residues of viral proteins with good binding affinity (-6.9 and -8.0 kcal/mol) compared to the standard oseltamivir due to the substitution of -CH3group at ortho position on the phenyl ring. Hence, based on this examination, it was concluded that azo compound (A5) may act as a platform for designing more active antiviral agents

Publisher

Faculty of Veterinary Science, Chulalongkorn University

First Page

435

Last Page

443

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