Design, synthesis, antibacterial evaluation, and molecular docking studies of diethyl((substituted phenyl)((4-(N-(5-methyl-4,5-dihydroisoxazol-3-yl)sulfamoyl)phenyl) amino)methyl)phosphonates

Abstract

An efficient green synthesis of diethyl((substituted phenyl)((4-(N-(5-methyl-4,5-dihydroisoxazol-3-yl)sulfamoyl)phenyl) amino)methyl)phosphonates was accomplished by the condensation of 4-amino-N-(5-methyl-4,5-dihydroisoxazol-3yl) benzenesulfonamide with various aldehydes and diethyl phosphite using mesoporous titania-ceria mixed oxide (MTCMO) as a nanocatalyst under microwave irradiation and solvent-free conditions. Antimicrobial activity was performed for the synthesized compounds and the compounds 4a, 4c, 4d, 4e and 4f exhibited highest inhibitory activity against Escherichia coli using Penicillin and Tetracycline as standards. In addition, molecular docking studies were also carried out against Cox-2 with Celocoxib as the standard.

Graphical Abstract

Keywords:

• α-Aminophosphonates
• nano-catalyst
• microwave irradiation
• solvent free
• antimicrobial activity

Acknowledgements

The authors also thank Prof. C. Devendranath Reddy, Sri Venkateswara University, Tirupati, India, for helpful discussions. The author Dr. S. Santhisudha renders her sincere thanks to DST, New Delhi, India, for providing financial support through the Woman Scientist Scheme-A (WOS-A) (F. no.: SR/WOS-A/CS-104/2018, Dated: 14-09-2020.