ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Design, synthesis, in-vitro and in-silico anticancer evaluation of aryl derivatives of 5-azaindole linked 1,2,3-triazoles

L. Narasimhasana Reddy, Reddymasu Sreenivasulu, Ravikumar Kapavarapu, and Chandrasekar Kuppan

Department of Chemistry, School of Applied Sciences and Humanities, Vignan’s Foundation for Science, Technology and Research, Vadlamudi, Guntur, India

E-mail: ramachan16@gmail.com

Received: 30 December 2025  Accepted: 27 April 2026

Abstract:

Synthesis of aryl derivatives of 5-azaindole linked 1,2,3-triazoles were achieved by the reaction between aryl azide and aryl alkynes in the presence of CuSO₄.5H₂O and Na-ascorbate in t-BuOH/H₂O at room temperature over 12 h time period. These synthesized derivatives were evaluated for their anticancer activity against MCF-7 (breast cancer), A549 (lung cancer), Colo-205 (colon cancer) & A2780 (ovarian cancer) cell lines by using MTT assay reduction method with Etoposide as standard drug. Among them, compound 17i with 3,5-dinitro substituent on the aryl moiety showed most promising activity against four cell lines like MCF-7, A549, Colo-205 and A2780 with IC₅₀ values of 0.01 ± 0.0071 µM; 0.06 ± 0.0083 µM; 1.19 ± 0.6700 µM, 1.71 ± 0.7400 µM respectively. The molecular docking studies revealed that 17i and 17d are identified to be the better compounds with the evaluated targets TopoII, EGFR and VEGFR2 based on their binding affinities and molecular recognition patterns with reference inhibitors.

Keywords: 5-azaindole; Tazobactum; 1,2,3-triazole; MTT assay; Anticancer activity and molecular docking studies

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-026-04971-7

Chemical Papers 80 (8) 9595–9610 (2026)