Structure and DNA binding properties of the gold(III) complex [AuCl2(esal)]

被引:36
作者
Calamai, P [1 ]
Guerri, A [1 ]
Messori, L [1 ]
Orioli, P [1 ]
Speroni, GP [1 ]
机构
[1] Univ Florence, Dept Chem, I-50121 Florence, Italy
关键词
crystal structures; gold complexes; salicylalodiminate complexes;
D O I
10.1016/S0020-1693(98)00350-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The complex dichloro(N-ethylsalicylaldiminate) gold(III) [AuCl2(esal)] exhibits favorable cytotoxic properties toward a number of human tumor cell lines either sensitive or resistant to cisplatin. Crystallographic data show that the complex is a classical, slightly distorted square planar gold(III) complex with two chlorides and the bidentate salycilaldiminate moiety as ligands. The complex is sufficiently stable in DMSO or methanol but undergoes rapid hydrolysis in water or within a physiological buffer. The interaction of [AuCl2(esal)] with calf thymus DNA has been investigated through circular dichroism and analysis of the melting curves. Small but significant alterations of the CD spectra that are diagnostic of DNA binding are observed for r values greater than 0.02; in addition it is shown that [AuCl2(esal)] binding to DNA induces a slight increase of the melting temperature. On the ground of these results we conclude that DNA may represent a reasonable target for the cytotoxic action of this gold(III) complex, even if other mechanisms cannot be ruled out. (C) 1999 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:309 / 312
页数:4
相关论文
共 16 条
[1]   BIOPHYSICAL STUDIES OF THE MODIFICATION OF DNA BY ANTITUMOR PLATINUM COORDINATION-COMPLEXES [J].
BRABEC, V ;
KLEINWACHTER, V ;
BUTOUR, JL ;
JOHNSON, NP .
BIOPHYSICAL CHEMISTRY, 1990, 35 (2-3) :129-141
[2]   A biologically active gold complex: Trichloro[(2-pyridyl)methanol-N]gold(III) [J].
Bruni, B ;
Ferraroni, M ;
Oriolo, P ;
Speroni, G .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 :1423-1424
[3]   Antitumor properties of some 2-[(dimethylamino)methyl]phenylgold(III) complexes [J].
Buckley, RG ;
Elsome, AM ;
Fricker, SP ;
Henderson, GR ;
Theobald, BRC ;
Parish, RV ;
Howe, BP ;
Kelland, LR .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (26) :5208-5214
[4]   SIR88 - A DIRECT-METHODS PROGRAM FOR THE AUTOMATIC SOLUTION OF CRYSTAL-STRUCTURES [J].
BURLA, MC ;
CAMALLI, M ;
CASCARANO, G ;
GIACOVAZZO, C ;
POLIDORI, G ;
SPAGNA, R ;
VITERBO, D .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1989, 22 :389-393
[5]   Biological properties of two gold(III) complexes: AuCl3(Hpm) and AuCl2(pm) [J].
Calamai, P ;
Carotti, S ;
Guerri, A ;
Messori, L ;
Mini, E ;
Orioli, P ;
Speroni, GP .
JOURNAL OF INORGANIC BIOCHEMISTRY, 1997, 66 (02) :103-109
[6]  
Calamai P, 1998, ANTI-CANCER DRUG DES, V13, P67
[7]   COMPLEXES OF GOLD(III) WITH MONONEGATIVE BIDENTATE N,O-LIGANDS [J].
DAR, A ;
MOSS, K ;
COTTRILL, SM ;
PARISH, RV ;
MCAULIFFE, CA ;
PRITCHARD, RG ;
BEAGLEY, B ;
SANDBANK, J .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1992, (12) :1907-1913
[8]  
FRENZ BA, 1985, ENRAFNONIUS STRUCTUR
[9]   Cis-dichloro(diaminosuccinate diethyl ester)palladium(II) as Pd(II)/Pt(II) model compound for DNA-binding and antitumor properties: Solution equilibria of their aqua-, hydroxo-, and/or chloro-species [J].
Gonzalez, S ;
Tercero, JM ;
Matilla, A ;
Perez, JM ;
Gonzalez, VM ;
Alonso, C ;
NiclosGutierrez, J .
JOURNAL OF INORGANIC BIOCHEMISTRY, 1996, 61 (04) :261-272
[10]   COVALENT BINDING OF AQUARUTHENIUM COMPLEXES TO DNA [J].
GROVER, N ;
WELCH, TW ;
FAIRLEY, TA ;
CORY, M ;
THORP, HH .
INORGANIC CHEMISTRY, 1994, 33 (16) :3544-3548