N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone



Document title: N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone
Journal: Journal of the Brazilian Chemical Society
Database: PERIÓDICA
System number: 000311888
ISSN: 0103-5053
Authors: 1

2
3

Institutions: 1Universidade Federal de Minas Gerais, Departamento de Quimica, Belo Horizonte, Minas Gerais. Brasil
2Universidade Federal de Minas Gerais, Departamento de Fisica, Belo Horizonte, Minas Gerais. Brasil
3Universidade Federal do Parana, Departamento de Quimica, Curitiba, Parana. Brasil
Year:
Season: Dic
Volumen: 17
Number: 8
Pages: 1571-1577
Country: Brasil
Language: Inglés
Document type: Artículo
Approach: Experimental, aplicado
English abstract Three new copper complexes of general formula [Cu(HL)Cl2] have been obtained with N(4)-ortho (H2Bz4oT, HL1), N(4)-meta (H2Bz4mT, HL2) and N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone (H2Bz4pT, HL3), in which the thiosemicarbazone attaches to the metal through the Npy-N-S chelating system. H2Bz4pT (HL3) crystallizes in the space group, with a = 9.509(3) Å, b = 9.807(4) Å, c = 11.564(4) Å; a = 100.76(2)°, b = 105.99(2)°, g = 114.59(2)°. The thiosemicarbazones and their copper(II) complexes exhibit high antifungal activities against Candida albicans with low values of minimum inhibitory concentration (MIC), in the 8-0.3 µg mL-1 (23 – 0.7 µmol L-1) range for the free bases and in the 1-0.1 µg mL-1 (2 – 0.3 µmol L-1) range for the complexes. Our results suggest that coordination to copper(II) could be an interesting strategy for dose reduction
Portuguese abstract Três complexos inéditos do tipo [Cu(HL)Cl2] foram obtidos com N(4)-orto (H2Bz4oT, HL1), N(4)-meta (H2Bz4mT, HL2) e N(4)-para-toluil-2-benzoilpiridina tiossemicarbazona (H2Bz4pT, HL3), nos quais a tiossemicarbazona coordena-se ao metal por meio do sistema quelante Npy-N-S. H2Bz4pT (HL3) cristaliza-se no grupo espacial , a = 9,509(3) Å, b = 9,807(4) Å, c = 11,564(4) Å; a = 100,76(2)°, b = 105,99(2)°, g = 114,59(2)°. Tanto as tiossemicarbazonas quanto seus complexos de cobre(II) apresentaram atividade antifúngica pronunciada contra Candida albicans, com valores baixos de concentração inibitória mínima (CIM), entre 8 e 0,3 µg mL-1 (23 a 0,7 µmol L-1) para as tiossemicarbazonas e entre 1 e 0,1 µg mL-1 (2 a 0,3 µmol L-1) para os complexos. Nossos resultados sugerem que a coordenação ao cobre constitui estratégia interessante de redução da dose necessária à atividade
Disciplines: Química
Keyword: Química farmacéutica,
Microbiología,
Tiosemicarbazonas,
Complejos de cobre,
Actividad antifúngica,
Candida albicans
Keyword: Chemistry,
Medicinal chemistry,
Microbiology,
Thiosemicarbazones,
Copper complexes,
Antifungal activity,
Candida albicans
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