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

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
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DOI:
10.1590/s0103-50532006000800013
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发表时间:
2006-12-01
影响因子:
1.4
通讯作者:
Beraldo, Heloisa
Beraldo, Heloisa
中科院分区:
化学4区
文献类型:
--
作者:
Mendes, Isolda C.;Moreira, Juliana P.;Beraldo, Heloisa

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N(4)-邻位(H(2)Bz4oT,HL1)、N(4)-间甲(H(2)Bz4mT,HL2)和N(4)-对甲苯基-2-苯甲酰基吡啶缩氨基硫脲(H(2)Bz4pT,HL3)通过N-Py-N-S络合体系与金属相连,得到了三种新的通式为[Cu(HL)Cl2]的铜配合物。α=100.76(2),α=105.99(2),H(2)Bz(4)Pt(HL3)在P(1)中晶化,a=9.509(3)埃,b=9.807(4)埃,c=11.564(4)埃。=114.59(2)。缩氨基硫脲及其铜(II)配合物对白色念珠菌表现出较高的抗真菌活性,其最小抑菌浓度(MIC)较低,游离碱在8~0.3mU·g·L~(-1)(23~0.7mU·L~(-1)),络合物在1~0.1mU·g·L~(-1)(2~0.3mU·L·L~(-1))范围内。我们的结果表明,与铜(II)配位可能是一种有趣的减少剂量的策略。
Three new copper complexes of general formula [Cu(HL)Cl-2] have been obtained with N(4)-ortho (H(2)Bz4oT, HL1), N(4)-meta (H(2)Bz4mT, HL2) and N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone (H(2)Bz4pT, HL3), in which the thiosemicarbazone attaches to the metal through the N-py-N-S chelating system. H(2)Bz(4)pT (HL3) crystallizes in the P (1) over bar space group, with a = 9.509(3) angstrom, b = 9.807(4) angstrom, c = 11.564(4) angstrom; alpha = 100.76(2), alpha = 105.99(2). = 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 mu g mL(-1) (23 - 0.7 mu mol L-1) range for the free bases and in the 1-0.1 mu g mL(-1) (2 - 0.3 mu mol L-1) range for the complexes. Our results suggest that coordination to copper( II) could be an interesting strategy for dose reduction.