Amberlyst-15-catalyzed Procedure for the Synthesis of Novel 2,4-Dihydroxybenzoyl-1,2,3-triazoles and Molecular Modelling Studies for Hsp-90 Inhibition

Gündüz H., Kumbaracı İ. V., Özkılıç Y., Tüzün N., Talinli N.

CHEMISTRYSELECT, vol.4, no.24, pp.7278-7283, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 4 Issue: 24
  • Publication Date: 2019
  • Doi Number: 10.1002/slct.201901403
  • Journal Name: CHEMISTRYSELECT
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.7278-7283
  • Istanbul Technical University Affiliated: Yes

Abstract

Novel 4-and 5-(2,4-dihydroxybenzoyl) triazoles were prepared from o-alkynoylresorcinols with by the cycloaddition reaction performed with metal free one step protocol using Bronsted acid Amberlyst-15 as catalyst for the first time. This procedure enables the synthesis of triazoles bearing o,p-dihydroxybenzoyl group without the need to protection of hydroxyl groups. Products were obtained in good to excellent yields and with the moderate regioisomeric ratios. In addition, Hsp90 inhibition activities of synthesized compounds were examined by molecular modelling studies and promising results were obtained.