Synthesis of novel imidazo[1,2-$a$]pyridines and evaluation of their antifungal activities
- 1 January 2014
- journal article
- research article
- Published by The Scientific and Technological Research Council of Turkey (TUBITAK-ULAKBIM) - DIGITAL COMMONS JOURNALS in TURKISH JOURNAL OF CHEMISTRY
- Vol. 38 (4), 581-591
- https://doi.org/10.3906/kim-1307-14
Abstract
New 2-(imidazo[1,2-a] pyridin-2-ylcarbonyl)-N-substituted hydrazinecarbothioamides (4a-j), N'-(3-substituted-4-oxo-1,3-thiazolidin-2-ylidene) imidazo[1,2-a] pyridine-2-carbohydrazides (5a-f), and N-(nonsubstituted/4-substituted phenyl)-5-(imidazo[1,2-a] pyridine-2-yl)-1,3,4-oxadiazole-2-amines (6a-d) were synthesized from imidazo[1,2-a] pyridine-2-carbohydrazide (3) and evaluated for antifungal activity against Microsporum gypseum NCPF 580, M. canis, Trichophytontonsurans NCPF 245, T. rubrum, Candida albicans ATCC 10231, and C. parapsilosis ATCC 22019 using amphotericin B as the standard. The chemical structures of the compounds were confirmed by elemental analysis, IR, H-1 NMR, C-13 NMR, HMBC (C-13, H-1), and mass spectra. Most of the tested compounds showed moderate antifungal activity. Hydrazinecarbothioamide derivatives 4h and 4f exhibited the highest activity against M. canis (MIC: 2 mu g mL(-1) and 4 mu g mL(-1), respectively).Keywords
This publication has 6 references indexed in Scilit:
- A new convenient synthesis of 5-aryl-2-(arylamino)-1,3,4-oxadiazole derivativesChemical Papers, 2012
- Fungicide Activity of 5‐(4‐Chlorobenzylidene)‐(Z)‐2‐dimethylamino‐1,3‐thiazol‐4‐one against Cryptococcus NeoformansArchiv der Pharmazie, 2010
- Synthesis and antimicrobial evaluation of new 3-alkyl/aryl-2-[((α,α-diphenyl-α-hydroxy)acetyl)hydrazono]-5-methyl-4-thiazolidinonesArchives of Pharmacal Research, 2010
- Synthesis, structure, and antifungal evaluation of some novel 1,2,4-triazolylmercaptoacetylthiosemicarbazide and 1,2,4-triazolylmercaptomethyl-1,3,4-thiadiazole analogsJournal of Enzyme Inhibition and Medicinal Chemistry, 2009
- 3‐Imidazolyl‐Substituted Flavans as Potential Antifungal Agents: Synthesis, Stereochemical Properties, and Antifungal ActivityArchiv der Pharmazie, 2009
- Collaborative Evaluation of Optimal Antifungal Susceptibility Testing Conditions for DermatophytesJournal of Clinical Microbiology, 2002