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Green and One-Pot Synthesis of Novel Amidoalkyl Naphthols Using Triethanolammonium Acetate [(Ohch2ch2)3Nh][Oac]) Ionic Liquid and Their Anti-H.Pylori Activity Publisher



Manavi MA1 ; Fathian Nasab MH1 ; Dashti F1 ; Moghimi S2 ; Saniee P3 ; Pouramiri B4 ; Foroumadi A1, 2 ; Piralihamedani M1
Authors
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Authors Affiliations
  1. 1. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
  3. 3. Department of Microbiology and Microbial Biotechnology, Faculty of Life Sciences and Biotechnology, Shahid Beheshti University, Tehran, Iran
  4. 4. Research Committee, Jiroft University of Medical Sciences, Jiroft, 76177, Iran

Source: Research on Chemical Intermediates Published:2022


Abstract

Nearly half of the world's population have been infected with Helicobacter pylori (H. pylori) which is known as the main cause of chronic gastritis, duodenal ulcer illness as well as stomach carcinoma. In this work, an efficient, one-pot synthesis of amidoalkyl naphthol derivatives and their in vitro anti-Helicobacter pylori activity are reported. The reaction proceeds via multi-component condensation of 2-naphthol, (hetero) aromatic aldehydes and urea/thiourea/acetamide/2-aminothiazole/4-nitrothiazol-2-amine/2-aminopyridine under solvent-free condition. This protocol includes some salient features, such as using triethanolammonium acetate ([OHCH2CH2)3NH][OAc]) ionic liquid as a green, clean and reusable catalyst, high yields, no column chromatography, and low cost. By comparing the inhibition zone of the target compounds, 6e and 6j could be considered as the best anti-helicobacter agent. © 2022, The Author(s), under exclusive licence to Springer Nature B.V.