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 of the Brazilian Chemical Society

Mangrich, Antonio S.¹  Beraldo, Heloisa¹  Universidade Federal de Minas Gerais¹  Universidade Federal de Minas Gerais, Belo Horizonte, Brazil¹  Mendes, Isolda C.¹  Universidade Federal do Paraná, Curitiba, Brazil¹  Moreira, Juliana P.¹  Speziali, Nivaldo L.¹  Takahashi, Jacqueline A.¹ 

关键词: thiosemicarbazones;    copper(II) complexes;    antifungal activity;    Candida albicans;   

DOI  :  10.1590/S0103-50532006000800013

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

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 thespace 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.

【 授权许可】

Unknown