Synthesis and cytotoxic evaluation of novel N-substituted amidino-1-hydroxybenzimidazole derivatives

Arch Pharm Res. 2014 May;37(5):580-7. doi: 10.1007/s12272-013-0197-0. Epub 2013 Jul 9.

Abstract

A new class of N-substituted amidino-1-hydroxybenzimidazole derivatives (15-24) were synthesized and evaluated for their in vitro cytotoxic activities against human leukemia cell lines, HL-60 and K562. The preliminary results showed that compounds 16, 20, 21 and 23 had moderate antitumor activity against HL-60 cell line. Further investigation on the mechanism of the observed cytotoxic effects demonstrated that compound 21 increased the expression of autophagic and apoptotic genes and induced apoptosis of HL-60 cells.

MeSH terms

  • Amidines / chemical synthesis*
  • Amidines / pharmacology*
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Apoptosis / genetics
  • Apoptosis Regulatory Proteins / genetics
  • Apoptosis Regulatory Proteins / metabolism
  • Autophagy / drug effects
  • Autophagy / genetics
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / pharmacology*
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Gene Expression Regulation, Neoplastic
  • HL-60 Cells
  • Humans
  • K562 Cells
  • Molecular Structure
  • RNA, Messenger / metabolism

Substances

  • Amidines
  • Antineoplastic Agents
  • Apoptosis Regulatory Proteins
  • Benzimidazoles
  • RNA, Messenger