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Dergiler / Turkish Journal of Chemistry / 2014 / Cilt: 38 - Sayı: 4

Synthesis of novel imidazo[1,2-a]pyridines and evaluation of their antifungal activities

Füsun GÖKTAŞ
Nesrin CESUR
Dilek ŞATANA
Meltem UZUN
Sayfa
581–591
Yayın Tarihi
2014-04-01
DOI
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⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

Hydrazinecarbothioamide derivatives 4h and 4f exhibited the highest activity against M. canis (MIC: 2 m g mL-1 and 4 m g mL-1, respectively).

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Amaç & Hipotez: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, Trichophyton tonsurans NCPF 245, T. rubrum, Candida albicans ATCC 10231, and C. parapsilosis ATCC 22019 using amphotericin B as the standard.
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Temel Bulgular & Veri:The chemical structures of the compounds were confirmed by elemental analysis, IR, 1H NMR, 13C NMR, HMBC (13C, 1H), and mass spectra.
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Sonuç & Katkı:Hydrazinecarbothioamide derivatives 4h and 4f exhibited the highest activity against M. canis (MIC: 2 m g mL-1 and 4 m g mL-1, respectively).
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Imidazo[1 · 2-a]pyridine · hydrazinecarbothioamide

Özet

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, Trichophyton tonsurans 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, 1H NMR, 13C NMR, HMBC (13C, 1H), 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 m g mL-1 and 4 m g mL-1, respectively).

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, Trichophyton tonsurans 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, 1H NMR, 13C NMR, HMBC (13C, 1H), 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 m g mL-1 and 4 m g mL-1, respectively).

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Bu Makaleye Atıf Yap

GÖKTAŞ, F., CESUR, N., ŞATANA, D., UZUN, M. (2014). Synthesis of novel imidazo[1,2-a]pyridines and evaluation of their antifungal activities. Turkish Journal of Chemistry, Cilt: 38 - Sayı: 4, 581–591. https://ajindex.com/articles/185295

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