Synthesis and anticancer activity evaluation of N-[4-(2-methylthiazol-4-yl)phenyl]acetamide derivatives containing (benz)azole moiety

J Enzyme Inhib Med Chem. 2014 Apr;29(2):175-84. doi: 10.3109/14756366.2013.763253. Epub 2013 Feb 7.

Abstract

A new class of novel thiazole-(benz)azole derivatives was synthesized to investigate their anticancer activity. The structure of the compounds was confirmed by IR, (1)H-NMR, and MS spectral data and elemental analyses. Anticancer effect of the compounds was evaluated against A549 and C6 tumor cell lines. MTT, analysis of DNA synthesis, acridine orange/ethidium bromide staining method and analysis of caspase-3 activation assays were performed for anticancer activity investigations. Compounds 6f and 6g, which carry 5-chloro and 5-methylbenzimidazole groups showed significant anticancer activity. Potential of these compounds to direct tumor cells to apoptotic pathway, which is a precondition of anticancer action, was also observed.

MeSH terms

  • Acetamides / chemical synthesis*
  • Acetamides / chemistry
  • Acetamides / pharmacology
  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Apoptosis / drug effects
  • Azoles / chemistry*
  • Benzimidazoles / chemistry*
  • Benzothiazoles / chemistry
  • Benzoxazoles / chemistry*
  • Caspase 3 / metabolism
  • Cell Culture Techniques
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • DNA, Neoplasm / antagonists & inhibitors
  • DNA, Neoplasm / biosynthesis
  • Humans
  • Molecular Structure
  • Rats

Substances

  • Acetamides
  • Antineoplastic Agents
  • Azoles
  • Benzimidazoles
  • Benzothiazoles
  • Benzoxazoles
  • DNA, Neoplasm
  • Caspase 3