Affiliation:
1. National Institute of Technology Warangal, Telangana India. 506004
2. Department of Biotechnology and Bioinformatics, School of Life Sciences University of Hyderabad Hyderabad 500046 India
Abstract
AbstractTriazolopyrimidines are emerging as potential anticancer agents. Herein, we report a novel one‐pot four component synthesis of 2‐((2‐oxo‐2‐phenylethyl/benzyl)thio)‐10‐phenyl‐4,10‐dihydro‐9H‐indeno[1,2‐d][1,2,4]‐Triazolo[1,5‐a]pyrimidin‐9‐ones by the reaction of 1,3‐indanedione, aromatic aldehyde, 5‐amino‐4H‐1,2,4‐Triazol‐3‐thiol and phenacyl bromide in acetic acid with piperidine as catalyst at 90 °C for 13 hours. All the final compounds were identified on the basis of their FT‐IR, 1H NMR, 13C NMR and HRMS. The synthesized compounds were evaluated for their cell growth inhibition potential using MTT and wound healing assay, 13 compounds induced concentration dependent inhibition with IC50 below 10 μM against breast cancer cell lines (MCF‐7). Further, the molecular docking simulation were carried out for all the derivatives, amongst these thio phenacyl, 2,4‐dichlorophenyl 9H‐indeno [1,2,4]‐Triazolo[1,5‐a]pyrimidin‐9‐one (5 g) shows good binding interaction with amino acid residues. This is further confirmed by wound healing assay which shows that 5 g inhibits cell migration at increasing concentrations.