Ultrasound‐promoted green synthesis under montmorillonite K10 catalysis, characterization, ADME properties, and molecular docking study of a series of N-cyclic imides substituted benzenesulfonamide as possible inhibitors of human carbonic anhydrase I and II

Abstract

A sonochemistry-based method was used to synthesize a novel series of N-cyclic imides substituted benzenesulfonamide using montmorillonite K10 as an efficient catalyst. Yields and reaction times needed for reaction completion using conventional heating, microwave (MW), and ultrasound (US) irradiation are compared. The environmentally friendly sonochemical method, in the presence of electron withdrawing and electron donating groups, afford the desired products in high yields and short time. The structures of the products were characterized by spectral data (¹H, ¹³C NMR, and mass spectrometry). Molecular docking study was performed in order to evaluate synthesized compounds as possible inhibitors of human carbonic anhydrase I and II and their interactions in binding sites. Moreover, absorption, distribution, metabolism, and excretion properties were also assessed via Molinspiration software and all compounds obeyed Lipinski’s rule of five. In conclusion, the overall results of our study reveal that the synthesized compounds could be potential candidates in the search for novel carbonic anhydrases inhibitors.

Graphical Abstract

Keywords:

• Cyclic imides
• benzenesulfonamides
• montmorillonite K10
• ultrasound
• molecular docking
• carbonic anhydrases inhibitors

Acknowledgments

The Algerian Ministry of Higher Education and Scientific Research (MESRS, FNR 2000) is gratefully acknowledged for the financial support of this work.

Conflicts of interest

There are no conflicts to declare.

Funding

The Algerian Ministry of Higher Education and Scientific Research (MESRS, FNR 2000) is gratefully acknowledged for the financial support of this work.