<i>In silico</i> molecular docking and <i>in vitro</i> antioxidant activity studies of novel <i>α</i>-aminophosphonates bearing 6-amino-1,3-dimethyl uracil

Abstract

In the present study, a new series of <i>α</i>-Aminophosphonates bearing 6-amino-1,3-dimethyluracil was synthesized in good to excellent yields (78-95%) by one-pot, three-component reaction of 6-amino-1,3-dimethyluracil, aromatic aldehydes and diethylphosphite <i>via</i> Kabachnik-Fields reaction by using an eco-friendly Eaton's reagent. All the compounds were screened for <i>in vitro</i> antioxidant studies by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and hydrogen peroxide (H₂O₂) methods. Among the synthesized bioactive molecules, <b>4a</b>, <b>4d</b>, <b>4g</b>, and <b>4h</b> exhibited promising antioxidant activity compared with the standard drug Ascorbic acid. Furthermore, in order to support the biological results of the compounds, molecular docking studies were performed against Aromatase enzyme for four compounds which revealed that the compounds <b>4a</b>, <b>4d</b>, <b>4g</b>, and <b>4h</b> have significant binding modes, with docking scores of -8.6, -8.4, -8.1 and -8.1 respectively and the compound <b>4b</b> specifically has equal dock score of -8.0 when compared with the standard drug Exemestane.