Synthesis, in-vitro antioxidant activity and in-silico prediction of drug-likeness properties of a novel compound: 4-(3,5-Di-tert-butyl- 4-hydroxybenzylidene)-3-methylisoxazol-5(4H)-one

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 andspectral 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 100 µM concentration. The DPPH scavenging ability of evaluatedcompound was superior to the synthetic antioxidant butylated hydroxytoluene (BHT) and comparable to the standardascorbic acid. The nitric oxide scavenging ability of the compound was also found greater than the BHT. The insilico prediction of molecular properties and bioactivity scores of synthesized compound and BHT were carried outusing Molinspiration Cheminformatics online software. The study revealed that the predicted compounds obeyedLipinski’s rule of five and showed good intestinal absorption and membrane permeability indicating the drug-likenessproperties of predicted compounds. Finally, the in silico study identified the title compound as a nuclear receptorligand compared to BHT.