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

Abstract

In the present study, a new series of α-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 via Kabachnik–Fields reaction by using an eco-friendly Eaton’s reagent. All the compounds were screened for in vitro antioxidant studies by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and hydrogen peroxide (H₂O₂) methods. Among the synthesized bioactive molecules, 4a, 4d, 4g, and 4h 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 4a, 4d, 4g, and 4h have significant binding modes, with docking scores of −8.6, −8.4, −8.1 and −8.1 respectively and the compound 4b specifically has equal dock score of −8.0 when compared with the standard drug Exemestane.

Keywords:

• Molecular docking studies
• antioxidant activity
• Eaton’s reagent
• green synthesis
• α-aminophosphonates

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This article has been republished with minor changes. These changes do not impact the academic content of the article.

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There is no potential conflict of interest disclosed by the author(s).