Pt(II) and Pd(II) derivatives of ter-butylsarcosinedithiocarbamate.: Synthesis, chemical and biological characterization and in vitro nephrotoxicity

被引:82
作者
Fregona, D
Giovagnini, L
Ronconi, L
Marzano, C
Trevisan, A
Sitran, S
Biondi, B
Bordin, F
机构
[1] Univ Padua, Dept Inorgan Met Organ & Analyt Chem, I-35131 Padua, Italy
[2] Univ Padua, Dept Pharmaceut Sci, I-35131 Padua, Italy
[3] Univ Padua, Dept Environm Med & Publ Hlth, I-35128 Padua, Italy
[4] CNR, Inst Chem & Inorgan Technol & Adv Mat, Res Area, I-35127 Padua, Italy
[5] CNR, Biopolymers Res Ctr, I-35131 Padua, Italy
关键词
platinum(II) complexes; palladium(II) complexes; cytotoxic activity; nephrotoxicity;
D O I
10.1016/S0162-0134(02)00571-8
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
This work reports on the synthesis, characterization and biological activity of new coordination compounds of the type [M(TSDTM)X-2] (M=Pt(II), Pd(II); X=Cl, Br; TSDTM=ter-butylsarcosine(S-methyl)dithiocarbamate) and [Pd(TSDT)X](n) (TSDT=ter-butylsarcosinedithiocarbamate) in order to study their behavior as potential antitumor agents. All the synthesized compounds were characterized by means of elemental analysis, Fr-IR, H-1 and C-13-NMR spectroscopy and thermogravimetric analysis, suggesting a chelate S,S' structure of the TSDTM/TSDT ligand in a square-planar geometry. Finally, the synthesized complexes have been tested for in vitro cytotoxic activity against human leukemic HL60 and adenocarcinoma HeLa cells; the most active compound [Pt(TSDTM)Br-2], characterized by IC50 values very similar to those of the reference compound (cisplatlin), was also tested for in vitro nephrotoxicity showing a very low renal cytotoxicity as compared to cisplatin itself. (C) 2002 Elsevier Science Inc. All rights reserved.
引用
收藏
页码:181 / 189
页数:9
相关论文
共 41 条
[1]  
ALLEY MC, 1988, CANCER RES, V48, P589
[2]  
[Anonymous], PLATINUM OTHER METAL
[3]  
BODENNER DL, 1986, CANCER RES, V46, P2745
[4]   INHIBITION OF CIS-PLATINUM NEPHROTOXICITY BY DIETHYLDITHIOCARBAMATE RESCUE IN A RAT MODEL [J].
BORCH, RF ;
PLEASANTS, ME .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1979, 76 (12) :6611-6614
[5]  
BRADLEY DC, 1965, CHEM COMMUN, P289
[6]  
BRINKHOFF HC, 1971, RECL TRAV CHIM PAY-B, V90, P252
[7]   INFLUENCES OF SODIUM DIETHYLDITHIOCARBAMATE, DTC (IMUTHIOL) ON T-CELL DEFECTIVE RESPONSES OF AGED BALB/C MICE [J].
BRULEYROSSET, M ;
VERGNON, I ;
RENOUX, G .
INTERNATIONAL JOURNAL OF IMMUNOPHARMACOLOGY, 1986, 8 (03) :287-297
[8]   PALLADIUM(II,IV) MIXED-VALENCE COMPLEXES OF 1,2-DIAMINOETHANE, 1,3-DIAMINOPROPANE, AND DIETHYLENETRIAMINE - SYNTHESES, ELECTRONIC, INFRARED, RAMAN, AND RESONANCE RAMAN-SPECTRA AND X-RAY STUDIES [J].
CLARK, RJH ;
CROUD, VB ;
KURMOO, M .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1985, (04) :815-820
[9]   DERIVATIVES OF HYDRAZINE .12. ROTATIONAL-ISOMERISM OF METHYL DITHIOCARBAMATES AND DITHIOCARBAZATES [J].
DAHL, BM ;
NIELSEN, H .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1974, B 28 (09) :1091-1095
[10]  
DURKIN WJ, 1979, CANCER RES, V39, P402