Anticancer Organometallic Osmium(II)-p-cymene Complexes

被引：18

作者：

Paunescu, Emilia ^{[1
]}

Nowak-Sliwinska, Patrycja ^{[1
,2
]}

Clavel, Catherine M. ^{[1
]}

Scopelliti, Rosario ^{[1
]}

Griffioen, Arjan W. ^{[2
]}

Dyson, Paul J. ^{[1
]}

机构：

[1] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland

[2] Vrije Univ Amsterdam Med Ctr, Dept Med Oncol, Angiogenesis Lab, NL-1081 HV Amsterdam, Netherlands

来源：

CHEMMEDCHEM | 2015年 / 10卷 / 09期

基金：

瑞士国家科学基金会;

关键词：

antitumor agents; bioorganometallic chemistry; chorioallantoic membrane model; osmium complexes; OSMIUM ARENE COMPLEXES; IN-VITRO; SPECTROSCOPIC CHARACTERIZATION; RUTHENIUM(II) COMPLEXES; BIOLOGICAL-PROPERTIES; PHASE-I; NAMI-A; ANTITUMOR; CANCER; ANGIOGENESIS;

D O I：

10.1002/cmdc.201500221

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Osmium compounds are attracting increasing attention as potential anticancer drugs. In this context, a series of bifunctional organometallic osmium(II)-p-cymene complexes functionalized with alkyl or perfluoroalkyl groups were prepared and screened for their antiproliferative activity. Three compounds from the series display selectivity toward cancer cells, with moderate cytotoxicity observed against human ovarian carcinoma (A2780) cells, whereas no cytotoxicity was observed on non-cancerous human embryonic kidney (HEK-293) cells and human endothelial (ECRF24) cells. Two of these three cancer-cell-selective compounds induce cell death largely via apoptosis and were also found to disrupt vascularization in the chicken embryo chorioallantoic membrane (CAM) model. Based on these promising properties, these compounds have potential clinical applications.

引用

页码：1539 / 1547

页数：9

共 74 条

[11] En Route to Osmium Analogues of KP1019: Synthesis, Structure, Spectroscopic Properties and Antiproliferative Activity of trans-[OsIVCl4(Hazole)2] [J].

Buechel, Gabriel E. ;

Stepanenko, Iryna N. ;

Hejl, Michaela ;

Jakupec, Michael A. ;

Keppler, Bernhard K. ;

Arion, Vladimir B. .

INORGANIC CHEMISTRY, 2011, 50 (16) :7690-7697

[12] Osmium NAMI-A analogues:: Synthesis, structural and spectroscopic characterization, and antiproliferative properties [J].

Cebrian-Losantos, Berta ;

Krokhin, Artem A. ;

Stepanenko, Iryna N. ;

Eichinger, Rene ;

Jakupec, Michael A. ;

Arion, Vladimir B. ;

Keppler, Bernhard K. .

INORGANIC CHEMISTRY, 2007, 46 (12) :5023-5033

[13] Modulating the Anticancer Activity of Ruthenium(II)-Arene Complexes [J].

Clavel, Catherine M. ;

Paunescu, Emilia ;

Nowak-Sliwinska, Patrycja ;

Griffioen, Arjan W. ;

Scopelliti, Rosario ;

Dyson, Paul J. .

JOURNAL OF MEDICINAL CHEMISTRY, 2015, 58 (08) :3356-3365

[14] Thermoresponsive organometallic arene ruthenium complexes for tumour targeting [J].

Clavel, Catherine M. ;

Paunescu, Emilia ;

Nowak-Sliwinska, Patrycja ;

Dyson, Paul J. .

CHEMICAL SCIENCE, 2014, 5 (03) :1097-1101

[15] Antiangiogenic and anti-invasive effects of sunitinib on experimental human glioblastoma [J].

de Boueard, Sophie ;

Herlin, Paulette ;

Christensen, James G. ;

Lemoisson, Edwige ;

Gauduchon, Pascal ;

Raymond, Eric ;

Guillamo, Jean-Sebastien .

NEURO-ONCOLOGY, 2007, 9 (04) :412-423

[16] Binding of organometallic ruthenium(II) and osmium(II) complexes to an oligonucleotide: A combined mass spectrometric and theoretical study [J].

Dorcier, A ;

Dyson, PJ ;

Gossens, C ;

Rothlisberger, U ;

Scopelliti, R ;

Tavernelli, I .

ORGANOMETALLICS, 2005, 24 (09) :2114-2123

[17] In vitro evaluation of rhodium and osmium RAPTA analogues:: The case for organometallic anticancer drugs not based on ruthenium [J].

Dorcier, Antoine ;

Ang, Wee Han ;

Bolano, Sandra ;

Gonsalvi, Luca ;

Juillerat-Jeannerat, Lucienne ;

Laurenczy, Gabor ;

Peruzzini, Maurizio ;

Phillips, Andrew D. ;

Zanobini, Fabrizio ;

Dyson, Paul J. .

ORGANOMETALLICS, 2006, 25 (17) :4090-4096

[18] An intensity evaluation method:: EVAL-14 [J].

Duisenberg, AJM ;

Kroon-Batenburg, LMJ ;

Schreurs, AMM .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2003, 36 :220-229

[19] Analysis of organometallic compounds using ion trap mass spectrometry [J].

Dyson, PJ ;

McIndoe, JS .

INORGANICA CHIMICA ACTA, 2003, 354 :68-74

[20] The Antiangiogenic and Antitumoral Activity of Titanocene Y* In Vivo [J].

Fichtner, Iduna ;

Behrens, Diana ;

Claffey, James ;

Deally, Anthony ;

Gleeson, Brendan ;

Patil, Siddappa ;

Weber, Holger ;

Tacke, Matthias .

LETTERS IN DRUG DESIGN & DISCOVERY, 2011, 8 (04) :302-307

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