Pt(II) complexes of the type trans-[PtCl2(DMSO) (hydrazide)] and cis-[PtCl2(hydrazide)2]: Solvolysis and cytotoxic activity

被引:3
|
作者
de Oliveira, Leticia P. [1 ]
de Souza, Ivina P. [2 ]
Paixao, Drielly A. [1 ]
Sousa, Luana M. [1 ]
Lima, Mauricio F. [1 ]
Pereira, Caroline de S. [3 ]
Silva, Heveline [3 ]
Pereira-Maia, Elene C. [2 ]
Guerra, Wendell [1 ]
机构
[1] Univ Fed Uberlandia, Inst Quim, Av Joao Naves de Avila 2121,Campus Santa Monica, BR-38400902 Uberlandia, MG, Brazil
[2] Univ Fed Minas Gerais, Dept Quim, Campus Pampulha, BR-31270901 Belo Horizonte, MG, Brazil
[3] Univ Fed Juiz de Fora, Dept Quim, BR-36036900 Juiz De Fora, MG, Brazil
关键词
Pt(II) complexes; Solvolysis; Hydrazide; Cytotoxic activity; DINUCLEAR PLATINUM COMPLEXES; ACID HYDRAZIDES; COPPER(II) COMPLEXES; PD(II) COMPLEXES; REACTIVITY; PALLADIUM(II); GLYCINE; DRUGS;
D O I
10.1016/j.molstruc.2019.04.134
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The present work describes the synthesis, solvolysis and cytotoxic activity of Pt (II) complexes of the type trans-[PtCl2 (DMSO) (L)] and cis-[PtCl2(L)(2)], where L = benzhydrazide (BH), 4-nitrobenzhydrazide (4NH) and 4-(trifluoromethyl)benzhydrazide (4 TF). The structures of these complexes were proposed using spectroscopic methods. All complexes undergo fast solvolysis generating four identical species in DMSO, being that the species cis- and trans-[PtCl2 (DMSO) (L)] are the most important. As to the stability in DMF, Pt (II) complexes of the type cis-[PtCl2(L)(2)] are very stable, while Pt (II) complexes of the type trans-[PtCl2 (DMSO) (L)] react at a slower rate than those verified in DMSO. The cytotoxic activity of the compounds was evaluated in a chronic myelogenous leukemia cell line. A relationship between solvolysis and cytotoxic activity was verified. Moreover, our results showed that some Pt (II) complexes were more cytotoxic than the free ligands, carboplatin and cisplatin. (C) 2019 Elsevier B.V. All rights reserved.
引用
下载
收藏
页码:76 / 81
页数:6
相关论文
共 50 条
  • [41] Synthesis, characterization and cytotoxic activity of substituted benzyl iminoether Pt(II) complexes of the type cis- and trans-[PtCl2{E-N(H)=C(OMe)CH2-C6H4-p-R}2] (R = Me, OMe, F).: X-ray structure of trans-[PtCl2{E-N(H)=C(OMe)CH2-C6H4-p-F}2]
    Sbovata, Silvia Mazzega
    Bettio, Frazia
    Marzano, Christine
    Tassan, Augusto
    Mozzon, Mirto
    Bertani, Roberta
    Benetollo, Franco
    Michelin, Rino A.
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2008, 102 (04) : 882 - 891
  • [42] Steric control of stereoselective interactions between the platinum(II) complex [PtCl2(1,4-diazacycloheptane)] and DNA: comparison with cis-[PtCl2(NH3)2] and [PtCl2(ethane-1,2-diamine)] using DNA binding and molecular modeling studies
    Trevor W. Hambley
    Edwina C. Ling
    Vivienne P. Munk
    Murray S. Davies
    [J]. JBIC Journal of Biological Inorganic Chemistry, 2001, 6 : 534 - 542
  • [43] Reduction of cis,trans,cis-[PtCl2(OCOCH3)2(NH3)2] by aqueous extracts of cancer cells
    Nemirovski, Alina
    Kasherman, Yonit
    Tzaraf, Yael
    Gibson, Dan
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (23) : 5554 - 5556
  • [44] EFFECTS OF ORTHO-SUBSTITUENTS ON THE REACTIONS OF DIARYLMERCURY WITH CIS-[PTCL2(CO)L]
    CROSS, RJ
    GEMMILL, J
    [J]. JOURNAL OF CHEMICAL RESEARCH-S, 1984, (02): : 30 - 31
  • [45] Mass spectrometric studies of the formation and reactivity of trans-[PtCl2(Am) (piperidinopiperidine)] • HCl complexes with ubiquitin
    Balter, L
    Gibson, D
    [J]. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2005, 19 (24) : 3666 - 3672
  • [46] CRYSTAL-STRUCTURE OF THE CIS,CIS,TRANS ISOMER OF PTCL2(NH3)2(OH)2
    MARSH, RE
    [J]. INORGANIC CHEMISTRY, 1984, 23 (15) : 2363 - 2363
  • [47] Steric control of stereoselective interactions between the platinum(II) complex [PtCl2(1,4-diazacycloheptane)] and DNA:: comparison with cis-[PtCl2(NH3)2] and [PtCl2(ethane-1,2-diamine)] using DNA binding and molecular modeling studies
    Hambley, TW
    Ling, ECH
    Munk, VP
    Davies, MS
    [J]. JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2001, 6 (5-6): : 534 - 542
  • [48] DNA interactions of new cytotoxic tetrafunctional dinuidear platinum complex trans,trans-[{PtCl2(NH3)}2(piperazine)]
    Brabec, Viktor
    Christofis, Petros
    Slamova, Martina
    Kostrhunova, Hana
    Novakova, Olga
    Najajreh, Yousef
    Gibson, Dan
    Kagparkova, Jana
    [J]. BIOCHEMICAL PHARMACOLOGY, 2007, 73 (12) : 1887 - 1900
  • [49] ORTHORHOMBIC AND MONOCLINIC ALLOTROPES OF CIS-[PTCL2(PMEPH2)2], CIS-DICHLOROBIS(METHYLDIPHENYLPHOSPHINE)PLATINUM(II) - STRUCTURE ANALYSES
    HO, KC
    MCLAUGHLIN, GM
    MCPARTLIN, M
    ROBERTSON, GB
    [J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1982, 38 (FEB): : 421 - 425
  • [50] A dinuclear platinum(II) complex with hydrazine and chloro bridges:: (NPrn4)[PtCl2(μ-Cl)(μ-N2H2)PtCl2]
    Montet, Y
    Kozelka, J
    [J]. INORGANICA CHIMICA ACTA, 1999, 284 (01) : 103 - 106