Design, Synthesis, Characterization, and Analysis of Antimicrobial Property of Novel Benzophenone Fused Azetidinone Derivatives through In Vitro and In Silico Approach

Lakshmi Ranganatha Venkataravanappa; Mahima Jyothi; Hussien Ahmed Khamees; Ekaterina Silina; Victor Stupin; Raghu Ram Achar; Mohammed Al-Ghorbani; Shaukath Ara Khanum

doi:10.3390/cimb45010007

Design, Synthesis, Characterization, and Analysis of Antimicrobial Property of Novel Benzophenone Fused Azetidinone Derivatives through In Vitro and In Silico Approach

Curr Issues Mol Biol. 2022 Dec 23;45(1):92-109. doi: 10.3390/cimb45010007.

Authors

Lakshmi Ranganatha Venkataravanappa¹, Mahima Jyothi², Hussien Ahmed Khamees³, Ekaterina Silina^{4

5}, Victor Stupin⁴, Raghu Ram Achar⁶, Mohammed Al-Ghorbani^{7

8}, Shaukath Ara Khanum²

Affiliations

¹ Department of Chemistry, The National Institute of Engineering, Mysuru 570008, Karnataka, India.
² Department of Chemistry, Yuvaraja's College (Autonomous), University of Mysore, Mysuru 570005, Karnataka, India.
³ Department of Medical Science, Community College-Abs, Hajjah ABS-00967, Yemen.
⁴ Department of Surgery, Pirogov Russian National Research Medical University, 117997 Moscow, Russia.
⁵ Institute of Biodesign and Modeling of Complex Systems, I.M. Sechenov First Moscow State Medical University (Sechenov University), 119435 Moscow, Russia.
⁶ Division of Biochemistry, School of Life Sciences, JSS Academy of Higher Education & Research, Mysuru 570015, Karnataka, India.
⁷ Department of Chemistry, College of Science and Arts, Ulla, Taibah University, Medina 41477, Saudi Arabia.
⁸ Department of Chemistry, College of Education, Thamar University, Thamar 425897, Yemen.

Abstract

A sequence of novel 2-(4-benzoyl-2-methyl-phenoxy)-N-(3-chloro-2-oxo-4-phenyl-azetidin-1-yl)-acetamide analogues 9(a−n) were synthesized by multistep synthesis. The newly synthesized compounds were well characterized, and their antimicrobial activities were carried out by disc diffusion and broth dilution methods. Further, all the novel series of compounds (9a−n), were tested against a variety of bacterial and fungal strains in comparison to Ketoconazole, Chloramphenicol, and Amoxicillin as standard drugs, respectively. Compounds 9a, 9e, and 9g as a lead molecule demonstrated a good inhibition against tested strains. Further, molecular docking studies have been performed for the potent compounds to check the three-dimensional geometrical view of the ligand binding to the targeted proteins.

Keywords: 2-Azetidinone; antimicrobial; benzophenone; in silico; in vitro; molecular docking simulations.

Grants and funding

This research received no external funding.