Thiophenyl-chalcone derivatives: Synthesis, antioxidant activity, FMO energies and molecular parameters

In this study, a series of thiophenyl-chalcones derivatives was synthesized and their DPPH ABTS activities were evaluated. All exhibited high antioxidant activity. Among them, 4e ((E)-5-(3-(4-(chlorosulfonyl)-3-hydroxyphenyl)-3-oxoprop-1-en-1-yl)thiophene-2-sulfonyl chloride) have higher activity (IC50 = 13.12 μM) than quercetin 15.49 μM), well-known as agent used standard. The structure-activity relationship results revealed that most sulfonyl chloride (4a-e) the sulphonamide (5a-c) also 4d including hydroxyl group, strongest expected. Additionally, frontier molecular orbitals (FMOs) energies parameters molecules calculated to support experimental results. quantum chemical calculation indicated compounds, in had lowest LUMO highest electronegativity, electron affinity electrophilicity index.