Application of microwave-assisted heating to the synthesis of Pt(II) complexes

被引：10

作者：

Gabano, Elisabetta ^{[1
]}

Gama, Sofia ^{[2
,3
]}

Mendes, Filipa ^{[2
]}

Fregonese, Federico ^{[1
]}

Paulo, Antonio ^{[2
]}

Ravera, Mauro ^{[1
]}

机构：

[1] Univ Piemonte Orientale, Dipartimento Sci & Innovaz Tecnol, I-15121 Alessandria, Italy

[2] Univ Lisbon, Inst Super Tecn C2TN, Ctr Ciencias & Tecnol Nucl, P-2695066 Bobadela Lrs, Portugal

[3] Univ Jena, Lehrstuhl Anorgan Chem 2, Inst Anorgan & Analyt Chem, D-07743 Jena, Germany

来源：

INORGANICA CHIMICA ACTA | 2015年 / 437卷

关键词：

Platinum complexes; Antiproliferative activity; Microwave heating; PLATINUM(II); DERIVATIVES; CISPLATIN; ANALOGS; CL;

D O I：

10.1016/j.ica.2015.07.042

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The microwave-assisted synthesis of Pt(II) complexes containing several pyridines (i.e., pyridine L1, 2-picoline L2, 3-picoline L3, 4-picoline L4, 2,2'-bipyridine L5) is reported. For L1-L5, the reaction was successful in about 50% yield with all the ligands except L2. The same method applied to 4,4'-bis(2-morpholinoethoxy)-2,2'-bipyridine (L6, a ligand showing interesting antiproliferative properties because of a high DNA affinity), was unsatisfactory. The corresponding complex cis-[PtCl2(L6)] was obtained only heating at reflux a mixture of [PtCl2(1,5-cyclooctadiene)] and L6 in acetonitrile for 24 h. Antiproliferative activity of [PtCl2(L6)] on four cancer cell lines (ovarian A2780 and its cisplatin-resistant variant A2780cisR, prostate PC3 and breast cancer MDA-MB-231) was compared with that of its ligand and the model complex [PtCl2(L5)]. These studies showed that [PtCl2(L6)] has just marginal activity towards the tested cells if compared with cisplatin. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：16 / 19

页数：4

共 22 条

[1] NEW ROUTES FOR THE SYNTHESIS OF CHLORO(DIETHYLENETRIAMINE)PLATINUM(II)CHLORIDE AND CHLORO(2,2'/6',2''-TERPYRIDINE)PLATINUM(II) CHLORIDE DIHYDRATE [J].

ANNIBALE, G ;

BRANDOLISIO, M ;

PITTERI, B .

POLYHEDRON, 1995, 14 (03) :451-453

[2]

Annibale G, 2004, INORG SYN, V34, P76

[3] SPECTROSCOPIC STUDIES ON SOME COMPOUNDS (INCLUDING DIMORPHIC SOLIDS) OF PLATINUM(II) WITH 2,2'-BIPYRIDYL AND ITS ANALOGS [J].

BIELLI, E ;

GIDNEY, PM ;

GILLARD, RD ;

HEATON, BT .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1974, (20) :2133-2139

[4] MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].

CADDICK, S .

TETRAHEDRON, 1995, 51 (38) :10403-10432

[5] Structural Chemistry of [MX2(bipy)] (M = Pd, Pt; X = Cl, Br, I): the Yellow Polymorph of Dichlorido(2,2′-bipyridine)platinum(II) and Diiodido(2,2′-bipyridine)palladium(II), and Overview of this System [J].

Canty, Allan J. ;

Gardiner, Michael G. ;

Jones, Roderick C. ;

Sharma, Manab .

AUSTRALIAN JOURNAL OF CHEMISTRY, 2011, 64 (10) :1355-1359

[6] The Relevance of Polar Surface Area (PSA) in Rationalizing Biological Properties of Several cis-Diamminemalonatoplatinum(II) Derivatives [J].

Caron, Giulia ;

Ermondi, Giuseppe ;

Gariboldi, Marzia B. ;

Monti, Elena ;

Gabano, Elisabetta ;

Ravera, Mauro ;

Osella, Domenico .

CHEMMEDCHEM, 2009, 4 (10) :1677-1685

[7]

Dhara S.C., 1970, INDIAN J CHEM, V8, P193

[8]

Drew D., 1972, INORG SYNTH, V13, P47, DOI DOI 10.1002/9780470132449.CH11

[9] 195Pt NMR spectroscopy:: A chemometric approach [J].

Gabano, Elisabetta ;

Marengo, Emilio ;

Bobba, Marco ;

Robotti, Elisa ;

Cassino, Claudio ;

Botta, Mauro ;

Osella, Domenico .

COORDINATION CHEMISTRY REVIEWS, 2006, 250 (15-16) :2158-2174

[10] New ternary bipyridine-terpyridine copper(II) complexes as self-activating chemical nucleases [J].

Gama, Sofia ;

Rodrigues, Ines ;

Marques, Fernanda ;

Palma, Elisa ;

Correia, Isabel ;

Carvalho, M. Fernanda N. N. ;

Pessoa, Joao Costa ;

Cruz, Andreia ;

Mendo, Sonia ;

Santos, Isabel C. ;

Mendes, Filipa ;

Santos, Isabel ;

Paulo, Antonio .

RSC ADVANCES, 2014, 4 (106) :61363-61377

← 1 2 3 →