Mixed ligand complexes of platinum(II) and palladium(II) with cytokinin-derived compounds Bohemine and Olomoucine:: X-ray structure of [Pt(BohH+-N7)Cl3]•9/5H2O {Boh=6-(benzylamino)-2-[(3-(hydroxypropyl)-amino]-9-isopropylpurine, Bohemine}

被引:38
作者
Trávnícek, Z
Malon, M
Zatloukal, M
Dolezal, K
Strnad, M
Marek, J
机构
[1] Palacky Univ, Dept Inorgan & Phys Chem, CZ-77147 Olomouc, Czech Republic
[2] ASCR, Inst Expt Bot, Lab Growth Regulators, CZ-78371 Olomouc, Czech Republic
[3] Masaryk Univ, Lab Funct Genom & Proteom, CZ-61137 Brno, Czech Republic
关键词
platinum(II); palladium(II); Bohemine; Olomoucine; antitumor activity;
D O I
10.1016/S0162-0134(03)00051-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The new square-planar Pt(II) and Pd(II) complexes with cytokinin-derived compounds Bohemine and Olomoucine, having the formulae [Pt(BohH(+))Cl3].H2O (1), [Pt(Boh)(2)Cl-2].3H(2)O (2), [Pt(Boh-H)Cl(H2O)2].H2O (3), [Pt(OloH(+))Cl-3].H2O (4), [Pd(BohH(+))Cl-3].H2O (5), [Pd(Boh)Cl-2(H2O)] (6), [Pd(Boh-H)Cl(H2O)].EtOH (7) and [Pd(OloH(+))Cl-3].H2O (8), where Boh=6(benzylamino)-2-[(3-(hydroxypropyl)amino]-9-isopropylpurine and Olo=6-(benzylamino)-2-[(2-(hydroxyethyl)amino]-9-methylpurine, have been synthesized. The complexes have been characterized by elemental analyses, IR, FAB+ mass, H-1, C-13 and Pt-195 NMR spectra, and conductivity data. The molecular structure of the complex [Pt(BohH(+)-N7)Cl-3].9/5H(2)O has been determined by an X-ray diffraction study. Results from physical studies show that both Bohemine and Olomoucine are coordinated to transition metals through the N(7) atom of purine ring in all the complexes. The prepared compounds have been tested in vitro for their possible cytotoxic activity against G-361 (human malignant melanoma), HOS (human osteogenic sarcoma), K-562 (human chronic myelogenous leukemia) and MCF-7 (human breast adenocarcinoma) cell lines and IC50 values have been also determined for ail the complexes. IC50 values estimated for the Pt(II)-Bohemine complexes (2.1-16 muM) allow us to conclude that they could find utilization in antineoplastic therapy. Thus, from a pharmacological point of view, Pt(II) complexes of Bohemine may represent compounds for a new class of antitumor drugs. (C) 2003 Elsevier Science Inc. All rights reserved.
引用
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页码:307 / 316
页数:10
相关论文
共 28 条
  • [21] TARKOWSKA D, IN PRESS COLLECT CZE
  • [22] THE MOLECULAR-STRUCTURES OF NUCLEOSIDES AND NUCLEOTIDES .1. THE INFLUENCE OF PROTONATION ON THE GEOMETRIES OF NUCLEIC-ACID CONSTITUENTS
    TAYLOR, R
    KENNARD, O
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 1982, 78 (1-2) : 1 - 28
  • [23] CRYSTAL AND MOLECULAR-STRUCTURE OF TRICHLORO(9-METHYLADENINIUM)PLATINUM(II)
    TERZIS, A
    [J]. INORGANIC CHEMISTRY, 1976, 15 (04) : 793 - 796
  • [24] Multinuclear NMR study and crystal structures of complexes of the types cis- and trans-Pt(Ypy)2X2, where Ypy = pyridine derivative and X = Cl and I
    Tessier, C
    Rochon, FD
    [J]. INORGANICA CHIMICA ACTA, 1999, 295 (01) : 25 - 38
  • [25] Synthesis, characterization and biological activity of two nickel(II) complexes with 6-(2-chlorobenzylamino)purine
    Trávnícek, Z
    Malon, M
    Biler, M
    Hajdúch, M
    Broz, P
    Dolezal, K
    Holub, J
    Krystof, V
    Strnad, M
    [J]. TRANSITION METAL CHEMISTRY, 2000, 25 (03) : 265 - 269
  • [26] Preparation, physicochemical properties and biological activity of copper(II) complexes with 6-(2-chlorobenzylamino)purine (HL1) or 6-(3-chlorobenzylamino)purine (HL2).: The single-crystal X-ray structure of [Cu(H+L2)2Cl3]Cl-2H2O
    Trávnícek, Z
    Malon, M
    Sindelár, Z
    Dolezal, K
    Rolcík, J
    Krystof, V
    Strnad, M
    Marek, J
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2001, 84 (1-2) : 23 - 32
  • [27] INHIBITION OF CYCLIN-DEPENDENT KINASES BY PURINE ANALOGS
    VESELY, J
    HAVLICEK, L
    STRNAD, M
    BLOW, JJ
    DONELLADEANA, A
    PINNA, L
    LETHAM, DS
    KATO, J
    DETIVAUD, L
    LECLERC, S
    MEIJER, L
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1994, 224 (02): : 771 - 786
  • [28] GRADIENT SELECTION IN INVERSE HETERONUCLEAR CORRELATION SPECTROSCOPY
    WILLKER, W
    LEIBFRITZ, D
    KERSSEBAUM, R
    BERMEL, W
    [J]. MAGNETIC RESONANCE IN CHEMISTRY, 1993, 31 (03) : 287 - 292