期刊
MOLECULES
卷 18, 期 10, 页码 12645-12662出版社
MDPI
DOI: 10.3390/molecules181012645
关键词
imidazole; hydrazones; thiosemicarbazones; antifungal activity
资金
- PNPD-CAPES from Brazil
- CNPq from Brazil
- INCT-INOFAR from Brazil [Proc. CNPq 988573.364/2008-6]
New imidazole derived thiosemicarbazones and hydrazones were prepared by condensation of 4(5)-imidazole carboxaldehyde, 4-(1H-imidazole-1-yl)benzaldehyde and 4-(1H-imidazole-1-yl) acetophenone with a thiosemicarbazide or hydrazide. All compounds were characterized by quantitative elemental analysis, IR and NMR techniques. Eight structures were determined by single crystal X-ray diffraction. The antifungal activities of the compounds were evaluated. None of the compounds exhibited significant activity against Aspergillus flavus and Candida albicans, while 4(5)-imidazolecarboxaldehyde thiosemicarbazone (ImT) and 4-(1H-imidazole-1-yl) benzaldehyde thiosemicabazone (4ImBzT) were highly and selectively active against Cladosporium cladosporioides. 4(5)-Imidazolecarboxaldehyde benzoyl hydrazone (4(5) ImPh), 4(5)-imidazolecarboxaldehyde-para-chlorobenzoyl hydrazone (4(5) ImpClPh), 4(5)-imidazolecarboxaldehyde-paranitrobenzoyl hydrazone (4(5) ImpNO(2)Ph), 4-(imidazole-1-yl) acetophenone-para-chlorobenzoyl hydrazone (4ImAcpClPh) and 4-(imidazole-1-yl) acetophenone-para-nitrobenzoylhydrazone (4ImAcpNO(2)Ph) were highly active against Candida glabrata. 4(5) ImpClPh and 4(5) ImpNO(2)Ph were very effective against C. cladosporioides. In many cases, activity was superior to that of the reference compound nystatin.
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