The first examples of platinum amine hydroxamate complexes: structures and biological activity

被引:23
作者
Failes, TW [1 ]
Hall, MD [1 ]
Hambley, TW [1 ]
机构
[1] Univ Sydney, Sch Chem, Ctr Heavy Met Res, Sydney, NSW 2006, Australia
关键词
D O I
10.1039/b212553f
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Two novel benzohydroxamate complexes of anticancer active Pt(II)-diamine moieties have been synthesised in which Pt-C bonds are present in the dinuclear structures. The complexes, [{Pt(en)(2)(mu-bha)]ClO4.H2O (en = ethane1,2-diamine) and [{Pt(R,R-chxn)}(2)(mu-bha)]NO3.2H(2)O (chxn = cyclohexane-1,2-diamine), have two platinum centres that are bridged through the bha ligand via (O,O) and (C,N) coordination modes, the latter mode occurring through deprotonation of the ortho carbon of the phenyl ring. The cytotoxicities of the complexes were tested against a panel of cell lines based on the A2780 ovarian cancer cell line and revealed that both dinuclear complexes were less active than their corresponding dichloro parent complexes. It is likely that they act in a similar manner to the parent complexes, but with the cytotoxicity mediated by factors influencing cellular uptake, such as the charge and lipophilicity of the compounds.
引用
收藏
页码:1596 / 1600
页数:5
相关论文
共 33 条
[1]   SPECTROSCOPIC STUDIES AND CORRELATION-ANALYSIS OF SUBSTITUENT EFFECTS IN ARYLPLATINUM(II) COMPLEXES - CIS AND TRANS INFLUENCES OF ARYL LIGANDS [J].
ARNOLD, DP ;
BENNETT, MA .
INORGANIC CHEMISTRY, 1984, 23 (14) :2117-2124
[2]  
BECK W, 1976, Z NATURFORSCH B, V31, P832
[3]  
BEHRENS BC, 1987, CANCER RES, V47, P414
[4]   DEPROTONATION REACTIONS BY TRANSITION-METAL PEROXO-COMPLEXES - SYNTHESIS OF AROYLHYDRAZIDO-COMPLEXES AND AROLYHYDROXYLAMIDO-COMPLEXES OF PALLADIUM AND PLATINUM AND THE CRYSTAL AND MOLECULAR-STRUCTURES OF [PT-(PPH3)2(NHNC(O)C6H4NO2-P)] AND [PT(PPH3)2(ONC(O)C6H5)] [J].
BELLON, PL ;
CENINI, S ;
DEMARTIN, F ;
MANASSERO, M ;
PIZZOTI, M ;
PORTA, F .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1980, (11) :2060-2067
[5]   ANTITUMOR COMPLEXES OF PLATINUM WITH CARRIER MOLECULES .2. MIXED COMPLEXES OF AMINO-ACIDS AND TERT-BUTYLAMINE [J].
BERSANETTI, E ;
PASINI, A ;
PEZZONI, G ;
PRATESI, G ;
SAVI, G ;
SUPINO, R ;
ZUNINO, F .
INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1984, 93 (04) :167-172
[6]   AN EMPIRICAL CORRECTION FOR ABSORPTION ANISOTROPY [J].
BLESSING, RH .
ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :33-38
[7]  
CARMICHAEL J, 1987, CANCER RES, V47, P936
[8]  
CHRISTIAN MC, 1995, 7 INT S PLAT OTH MET, pS128
[9]   Structural properties of the nickel ions in urease: novel insights into the catalytic and inhibition mechanisms [J].
Ciurli, S ;
Benini, S ;
Rypniewski, WR ;
Wilson, KS ;
Miletti, S ;
Mangani, S .
COORDINATION CHEMISTRY REVIEWS, 1999, 190 :331-355
[10]  
Cleare MJ., 1973, BIOINORG CHEM, V2, P187, DOI 10.1016/S0006-3061(00)80249-5