Synthesis and biological activity evaluation of 1H-benzimidazoles via mammalian DNA topoisomerase I and cytostaticity assays

Gunes Coban, Sevil Zencir, István Zupkó, Borbála Réthy, H. Semih Gunes, Zeki Topcu

Research output: Contribution to journalArticle

39 Citations (Scopus)

Abstract

Benzimidazoles are important compounds because of their antibacterial, antifungal, antimicrobial, antiprotozoal and antihelmintic activities. Some benzimidazole derivatives also interfere with the reactions of DNA topoisomerases, enzymes functioning at almost all stages of the cell cycle. In this study, nine 1H-benzimidazole derivatives with substituents at positions 2 and 5 were synthesized and the structure of the compounds was elucidated by instrumental methods. The characterized compounds were screened to identify if they interfered with mammalian type I DNA topoisomerase activity via in vitro supercoil relaxation assays. Selected compounds were subjected to cytostatic assays using HeLa (cervix adenocarcinoma), MCF7 (breast adenocarcinoma) and A431 (skin epidermoid carcinoma) cells. Our results showed that 5-chloro-2-(2-hydroxyphenyl)-1H-benzimidazole exerted the most profound topoisomerase I inhibition and cytotoxicity.

Original languageEnglish
Pages (from-to)2280-2285
Number of pages6
JournalEuropean Journal of Medicinal Chemistry
Volume44
Issue number5
DOIs
Publication statusPublished - May 1 2009

Keywords

  • 1H-Benzimidazole derivatives
  • MTT assay
  • Plasmid Supercoil relaxation assays
  • Synthesis
  • Type I DNA topoisomerase

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

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