Abstract

A simple and eco-friendly method has been used for the synthesis of novel compound 4-(3,5-di-tert-butyl-4-hydroxybenzylidene)-3-methylisoxazol-5(4H)-one. The synthesized compound was characterized by its physical and spectral data. This compound was screened for in-vitro antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl (DPPH) and nitric oxide free radical scavenging assays at 100µM concentration. The DPPH scavenging ability of evaluated compound was superior to the synthetic antioxidant butylated hydroxytoluene (BHT) and comparable to the standard Ascorbic acid. The nitric oxide scavenging ability of the compound was also found greater than the BHT. The In-silico prediction of molecular properties and bioactivity scores of synthesized compound and BHT was carried out using Molinspiration Cheminformatics online software. The study revealed that the predicted compounds obeyed Lipinski’s rule of five and showed good intestinal absorption and membrane permeability indicating the drug-likeness properties of predicted compounds. Finally, the in-silico study identified the title compound as nuclear receptor ligand compared to BHT.

Key words: Butylated hydroxytoluene, 2,6-Di-tert-butylphenol, Isoxazol-5(4H)-one, In-vitro antioxidant activity, In-silico study.