Novel benzothiazolyl urea and thiourea derivatives with potential cytotoxic and antimicrobial activities

Abstract

A novel series of benzothiazole urea and thiourea derivatives was synthesized and evaluated for its in vitro cytotoxicity against MCF-7 breast cancer cells. The N 1 -(benzothiazol-2-yl)-N 3 -morpholinourea 3 displayed the highest cytotoxic activity in this series. A docked pose of 3 was obtained bound to G-quadruplex of human telomere DNA active site using the Molecular Operating Environment (MOE) module. Moreover, the synthesized compounds were screened for their antimicrobial activity against Mycobacterium tuberculosis H 37 R v , E. coli, S. aureus and C. albicans. Again, 3 showed the best activity against M. tuberculosis H 37 R v while other compounds were equipotent with ampicillin against S. aureus and E. coli.

A comprehensive review in current developments of benzothiazole-based molecules in medicinal chemistry

“…Compund (199a) displayed effective MCF-7 breast cancer cell lines and ant-TB activity (37% growth inhibition). Compound (199b) revealed good microbial activity against E. coli, and (199c) showed against S. aureus similar activity to ampicillin [232]. BTA derivatives bearing diphenyl ether moiety were synthesized and screened against Mtb H 37 Rv.…”

“…Non-peptidic active analogs of the BTA and triazole series synthesized and are evaluated for inhibitors of falcipain, cysteine proteases of the malaria parasite P. falciparum. Compounds (231,232), with protonated amines inhibited both hemoglobinases (FP-2 and, FP-3) and these two compounds also displayed activity against homologous mammalian cysteine proteases lacking corresponding polar residues, suggesting less significance of these residues in the design of selective inhibitors against FPs [268]. The structures for BTA as antimalarial agents are shown in Fig.…”

Retracted: Synthesis and Cytotoxic Activity of 2‐Anilinopyridine‐3‐Acrylamides as Tubulin Polymerization Inhibitors

“…[9] Benzothiazoles are well known to exhibit various biological properties including antimicrobial, anticancer, anti-amyloid, antirheumatic, and antiglutamate activities. [10][11][12][13] Various modified arylbenzothiazoles and substituted 2-aminobenzothiazoles are also known to possess significant anticancer activity both in vitro and in vivo. [14][15][16][17][18] Phenylcinnamide derivative 4 [19] induced G 2 /M-phase cell-cycle arrest and cell death in cancer cell lines at low micromolar concentrations.…”

Synthesis of Disulfide‐Bridged N‐Phenyl‐N′‐(alkyl/aryl/heteroaryl)urea Derivatives and Evaluation of Their Antimicrobial Activities

“…Various urea‐containing molecules have been reported with diverse biological applications as antibacterial, antitubercular, antifungal, anti‐inflammatory, antiviral, antidepressant, and anticancer agents . Among them, various aryl/alkyl‐substituted urea derivatives were reported with their antimicrobial activities . ( Figure ).…”