2H-1, 2, 3-Triazole-chalcones as novel cytotoxic agents against prostate cancer. Issue 19 (1st October 2020)

• Record Type: Journal Article
• Authors: Pinheiro, Sergio; Pessôa, Jaqueline C.; Pinheiro, Erick M.C.; Muri, Estela M.F.; Filho, Eclair Venturini; Loureiro, Laiza B.; Freitas, Maria Clara R.; Silva Junior, Carlos M.D.; Fiorot, Rodolfo G.; Carneiro, José Walkimar M.; Rotamiro, Karina M.; Guimarães, Anderson R.A.; Rocha-Brito, Karin J.P.; Greco, Sandro J.
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 30:Issue 19(2020)
• Publication Date: 2020-10-01
• Subjects: 1, 2, 3-Triazole -- Chalcone -- Hybridization -- Prostate cancer -- Endocrine cancer; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2020.127454
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: Prostate cancer is an important cause of death in the male population and for which there is no satisfactory chemotherapy. Herein a new series of chalcone hybrids containing 2 H -1, 2, 3-triazole core as the ring B has been synthesized and evaluated in vitro against PC-3 prostate cancer cell line. Compounds 4a, 4c and 4e significantly reduced cell viability and showed IC50 of 28.55, 15.64 and 25.56 µM, respectively. The structure-activity relationship supported by computational chemistry points that the polarity of the molecular surface area should have some relevance to the efficiency of the compounds, in particular the ratio of the partial positive charge sites and the total molecular surface area exposed to the cell environment.