Synthesis of Novel Benazepril‐Derived Trizole Compounds Assisted by Ultrasound: In Vitro and In Silico Analysis for Potential Anticancer Properties

Author:

Ettam Ashok1,Rao L. Vaikunta1,Balakishan Guniganti2,Kancha Rama Krishna3,Mullaguri Sai Chairitha3,Kumar K. Shiva24ORCID

Affiliation:

1. Department of Chemistry GITAM (Deemed to be University) Rushikonda, Visakhapatnam 530045 India

2. Department of Chemistry Osmania University Hyderabad 500007 India

3. Molecular Medicine and Therapeutics Laboratory, CPMB Osmania University Hyderaba 500007 India

4. Department of Chemistry School of Physical Sciences Central University of Kerala Kasaragod, Kerala 671320 India

Abstract

AbstractBenazepril‐based novel trizole derivatives are being explored as potential anticancer agents, designed with an N‐substituted 1,2,3‐triazole moiety linked to Benazepril's N‐1 position via a methylene bridge. An ultrasound irradiated CuAAC method was used to prepare all these compounds and evaluated their anti‐proliferative activities against cancer and drug‐resistant cell lines. While some of these compounds demonstrated anti‐proliferative activity towards leukemic cancer cell line K562, two of them displayed complete inhibitory activity. Interestingly, the compounds 5n and 5o showed potent activity against imatinib‐resistant cell lines suggesting their promise to overcome cancer drug resistance. Furthermore, molecular docking analysis revealed that compounds 5n and 5o have higher predicted sensitivity towards ACE protein when compared to benazepril and lisinopril indicating their value as potential drug lead molecules. This research introduces a distinctive approach by employing ultrasound to facilitate CuAAC reactions in medicinal chemistry.

Publisher

Wiley

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