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含氮、硫和氧供体的加合物与抗肿瘤2-甲酰基吡啶硫代半卡巴腙类似物的铜(II)配合物:物理化学和细胞毒性研究

Nitrogen, sulfur and oxygen donor adducts with copper(II) complexes of antitumor 2-formylpyridinethiosemicarbazone analogs: physicochemical and cytotoxic studies.

作者信息

Ainscough E W, Brodie A M, Denny W A, Finlay G J, Ranford J D

机构信息

Chemistry-Institute of Fundamental Sciences, Massey University, Palmerston North, New Zealand.

出版信息

J Inorg Biochem. 1998 Jul;70(3-4):175-85. doi: 10.1016/s0162-0134(98)10011-9.

DOI:10.1016/s0162-0134(98)10011-9
PMID:9720303
Abstract

The preparation of N-, S- and O-donor ligand adducts with CuX+ (HX = 6-methyl-2-formylpyridinethiosemicarbazone (6HL); 2-formylpyridine-2'-methylthiosemicarbazone (2'L); 2-formylpyridine-4'-methylthiosemicarbazone (4'HL) is described. The N-donors, 2,2'-bipyridyl (bipy), 4-dimethylaminopyridine (dmap) give the complexes [Cu(6L)(bipy)]PF6, [Cu(6L)(bipy)]Cl.5H2O, [Cu(4'L)(bipy)]PF6, [Cu(6L)(dmap)2]PF6.2.5 H2O and [Cu(4'L)(dmap)2]PF6.H2O which have been characterized by physical and spectroscopic techniques. Pentafluorothiophenolate (pftp) gives S-donor complexes [CuX(pftp)] (X = 6L and 4'L) and thiolato co-ordination is proposed on the basis of spectroscopic evidence. Paratritylphenolate (ptp) and HPO4(2-) give O-donor complexes [Cu(6L)(ptp)], [Cu(4'L)(ptp)], [¿Cu(6L)¿2HPO4].4H2O, and [¿Cu(4'L)¿2HPO4].5H2O which have been characterized by physical and spectroscopic techniques, as have the precursor complexes [Cu(6L)(CH3COO)].H2O, [Cu(4'L)(CH3COO)], Cu(6HL)(CF3COO)](CF3COO).0.5H2O, Cu(4'HL)(CF3COO), [Cu(2'L)Cl2) and [Cu(2'L)(NO3)2]. Protonation constants for the ligands and some of their complexes have been determined. 2-Formylpyridinethiosemicarbazone (HL) complexes of silver, gold, zinc, mercury, cadmium and lead are also discussed. Cytotoxicity against the human tumor cell line HCT-8 and antiviral data for selected compounds are presented.

摘要

描述了用CuX⁺(HX = 6-甲基-2-甲酰基吡啶硫代半卡巴腙(6HL);2-甲酰基吡啶-2'-甲基硫代半卡巴腙(2'L);2-甲酰基吡啶-4'-甲基硫代半卡巴腙(4'HL))制备N-、S-和O-供体配体加合物的方法。N-供体2,2'-联吡啶(bipy)、4-二甲基氨基吡啶(dmap)生成配合物[Cu(6L)(bipy)]PF₆、[Cu(6L)(bipy)]Cl·5H₂O、[Cu(4'L)(bipy)]PF₆、[Cu(6L)(dmap)₂]PF₆·2.5H₂O和[Cu(4'L)(dmap)₂]PF₆·H₂O,这些配合物已通过物理和光谱技术进行了表征。五氟苯硫酚盐(pftp)生成S-供体配合物[CuX(pftp)](X = 6L和4'L),并根据光谱证据提出了硫醇盐配位。对三联苯酚盐(ptp)和HPO₄²⁻生成O-供体配合物[Cu(6L)(ptp)]、[Cu(4'L)(ptp)]、[Cu(6L)₂HPO₄]·4H₂O和[Cu(4'L)₂HPO₄]·5H₂O,这些配合物已通过物理和光谱技术进行了表征,前体配合物[Cu(6L)(CH₃COO)]·H₂O、[Cu(4'L)(CH₃COO)]、Cu(6HL)(CF₃COO)·0.5H₂O、Cu(4'HL)(CF₃COO)、[Cu(2'L)Cl₂]和[Cu(2'L)(NO₃)₂]也已通过物理和光谱技术进行了表征。已测定了配体及其一些配合物的质子化常数。还讨论了银、金、锌、汞、镉和铅的2-甲酰基吡啶硫代半卡巴腙(HL)配合物。给出了所选化合物对人肿瘤细胞系HCT-8的细胞毒性和抗病毒数据。

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