Synthesis, anticancer and antibacterial evaluation of novel 1,3-disubstituted-1H-pyrazole-4-yl-methylene embedded fused thiazolo[2,3-b]quinazolinones

Abstract

Various 2-(3-aryl-1 H -pyrazol-1-yl)benzo[ d ]thiazole incorporated fused thiazolo[2,3- b ]quinazolinones have been prepared via sequential acid catalyzed Biginelli reaction involving 6-methoxy-1-tetralone, methoxy substituted benzaldehydes and thiourea followed by cyclization with 2-chloroacetanilide and Knoevenagel condensation with 1-(benzo[ d ]thiazol-2-yl)-3-aryl-1 H -pyrazole-4-carbaldehyde. Structures of the molecules were identified with the help of FTIR, NMR and high resolution mass spectrometry. Anticancer potency against HepG2 (human liver cancer cell line) and MCF-7 (breast cancer cell line), and antibacterial potency against four different bacterial strains were evaluated for all the compounds. Some of the compounds are exhibited prominent anticancer and antibacterial activities. The potent compounds could serve as template for further development as anticancer and antibacterial drugs.