Synthesis and potential cytotoxic activity of some new benzoxazoles, imidazoles, benzimidazoles and tetrazoles

Abstract

2 The present work deals with the synthesis of some novel heterocyclic compounds such as benzoxazoles , 7, 13 and 19, imidazoles 3, 8, 14 and 20, benzimidazoles 4, 9, 15 and 21, and tetrazoles 10, 16, and 22. The synthesized compounds were characterized by IR, 1H NMR, mass spectrometry and elemental analysis. The compounds were evaluated for cytotoxicity against human cancer cell lines such as MCF-7 (breast cancer) and HT-29 (colon cancer) by the MTT assay method. Among the tested compounds, 4,4’-sulfonylbis(N-(2-(1H-benzo[d]imidazol- -2-yl)ethyl)aniline (9), N-bis(2-(benzo[d]oxazol-2-yl)-ethyl)- 6-phenyl-1,3,5-triazine-2,4-diamine (13), N-bis(2-(1H-benzo[ d]imidazol-2-yl)ethyl)-6-phenyl-1,3,5-triazine-2,4-diamine (15) and N-tris(2-1H-benzo[d]imidazol-2-yl)ethyl)- 1,3,5-triazine-2,4,6-triamine (21) showed potent cytotoxicity.

Synthesis and biological evaluation of benzimidazole pendant cyanopyrimidine derivatives as anticancer agents

“…[6][7][8][9][10] Benzimidazole derivatives also exhibit significant cytotoxic activity towards leukemia, lung, prostate, melanoma, kidneys, breast and colon human cancer cell lines. [11][12][13][14][15][16] Yadav and group prepared a series of benzimidazole derivatives and determined their anticancer activity. Compound 1 showed most potent effects against breast cancer cell line, MCF 7.…”

New endoperoxides highly active in vivo and in vitro against artemisinin-resistant Plasmodium falciparum

“…Tetrazole-containing drugs and drug-candidates are thriving in medicinal chemistry [ 36 , 37 ] and many are effective therapeutic agents for various pathogenesis, showing a wide range of pharmacological activities, such as antimicrobial, antibacterial, antifungal, and antitubercular [ 38 – 41 ]. The tetrazole moiety has been described as metabolically stable, featuring in the structure of several drugs and drug-candidates, usually as a surrogate for the carboxylic acid functionality, and generally improving the pharmacokinetic profile [ 42 , 43 ]. The higher metabolic stability conferred by the tetrazole [ 42 – 46 ] could be improving the pharmacological properties or increasing accumulation (due to the electron-withdrawing properties).…”

Synthesis, Characterization, Antimicrobial Activity and Molecular Docking Studies of New Benzimidazole, Benzoxazole, Imidazole and Tetrazole Derivatives

“…Synthesis of heterocyclic compounds, such as 3, 4, 5, 6 were prepared according to the reported procedure 27 . Synthesis of 3a, 3b, 5a, 5b, 6a, 6b were synthesis using reported procedure 28 and the synthesis of 3c, 5c, 6c derivatives were prepared according to reported procedure 29 .…”

“…In the above-mentioned facts it was anticipated that, when mixed together, these active pharmacophores would produce novel molecular compounds that are likely to exhibit fascinating biological properties. Subsequently, continuation of our attention to the synthesis of biologically active heterocycles 27 , we have reported some new heterocyclic compounds like benzimidazole, benzoxazole, imidazole and tetrazole derivatives synthesis and antimicrobial evaluation.…”