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

Acta Pharm. 2013 Jun;63(2):253-64. doi: 10.2478/acph-2013-0018.

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.

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Benzimidazoles* / chemical synthesis
  • Benzimidazoles* / chemistry
  • Benzimidazoles* / pharmacology
  • Benzoxazoles* / chemical synthesis
  • Benzoxazoles* / chemistry
  • Benzoxazoles* / pharmacology
  • Chemistry Techniques, Synthetic
  • Colorimetry / methods
  • Cytotoxicity Tests, Immunologic
  • HT29 Cells
  • Humans
  • Imidazoles* / chemical synthesis
  • Imidazoles* / chemistry
  • Imidazoles* / pharmacology
  • MCF-7 Cells
  • Mass Spectrometry / methods
  • Tetrazoles* / chemical synthesis
  • Tetrazoles* / chemistry
  • Tetrazoles* / pharmacology

Substances

  • Antineoplastic Agents
  • Benzimidazoles
  • Benzoxazoles
  • Imidazoles
  • Tetrazoles