Synthesis, characterization, and pharmacological studies of ferrocene-1H-1,2,3-triazole hybrids

Haque A., Hsieh M., Hassan S. I., Faizi M. S. H., Saha A., DEGE N., ...More

JOURNAL OF MOLECULAR STRUCTURE, vol.1146, pp.536-545, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1146
  • Publication Date: 2017
  • Doi Number: 10.1016/j.molstruc.2017.06.027
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.536-545
  • Keywords: Anti-inflammatory, Click-chemistry, Copper catalyzed azide alkyne cycloaddition, reaction, Ferrocene, Viability, Toxicity, FERROCENYLCHALCONE CONJUGATES SYNTHESIS, ISATIN-FERROCENE, CLICK-CHEMISTRY, DNA-BINDING, COMPLEXES, ANTICANCER, INHIBITION, SERIES, DRUG, POTENTIALS
  • Ondokuz Mayıs University Affiliated: Yes


A series of ferrocene-1H-1,2,3-triazole hybrids namely 1-(4-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (1), 1-(4,4'-dinitro-2-biphenyl)-4-ferrocenyl-1H-1,2,3-triazole (2), 1-(3-chloro-4-fluorophenyl)-4ferrocenyl-1H-1,2,3-triazole (3), 1-(4-bromopheny1)-4-ferroceny1-1H-1,2,3-triazole (4) and 1-(2nitrophenyl)-4-ferrocenyl-IH-1,2,3-triazole (5) were designed and synthesized by copper-catalyzed azide alkyne cycloaddition (CuAAC) reaction. All the new hybrids were characterized by microanalyses, NMR (H-1 and C-13), UV-vis, IR, ESI-MS and electrochemical techniques. Crystal structure of the compound (3) was solved by single crystal X-ray diffraction method. The structural (single crystal) and spectroscopic (UV Vis. and IR) properties of the compound 3 have been analyzed and compared by complementary quantum modeling. Hybrids 1-5 exhibited low toxicity and demonstrated neuroprotective effect. (C) 2017 Elsevier B.V. All rights reserved.