SYNTHESIS AND STUDY OF ANTITUMOR ACTIVITY OF SOME NEW 2-(4-METHOXYBENZYL)-1H-BENZIMIDAZOLE DERIVATIVES BEARING TRIAZOLE, OXADIAZOLE AND ETHANOL MOIETY

Karaali N., Mentese E.

REVUE ROUMAINE DE CHIMIE, vol.61, no.3, pp.187-192, 2016 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 61 Issue: 3
  • Publication Date: 2016
  • Journal Name: REVUE ROUMAINE DE CHIMIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.187-192
  • Keywords: benzimidazole, carbothioamide, 1,2,4-triazole, 1,3,4-oxadiazole, antitumor activity, BENZIMIDAZOLE DERIVATIVES, BIOLOGICAL EVALUATION, 1,3,4-THIADIAZOLES, 1,3,4-OXADIAZOLES
  • Recep Tayyip Erdoğan University Affiliated: Yes

Abstract

A series of novel 1,2-disubstituted benzimidazole derivatives containing hydrazinecarbothioamide (7a-c), 1,2,4-triazole (8a-c) and 1,3,4-oxadiazole (5) moiety were synthesized starting from 2-(4-methoxybenzyl)-1H-benzimidazole. Then, the compounds 8a-c, 5 were converted to allcylated analogs (9a-c, 6) in the presence of K2CO3 and 2-bromoethanol. The structures of all the synthesized compounds were elucidated by H-1, C-13 NMR and mass spectroscopy. The newly synthesized compounds were tested on the five human cancer cells (breast (BT-20), melanoma (SK-Mel 128), prostate (DU-145), liver (SNU-398) andlung (A549)). The compound 7a had some degree of cytotoxicity against BT-20.