Literature DB >> 21743934

Mono-carboxylated diaminedichloridoplatinum(IV) complexes--selective synthesis, characterization, and cytotoxicity.

Verena Pichler1, Seied M Valiahdi, Michael A Jakupec, Vladimir B Arion, Mathea S Galanski, Bernhard K Keppler.   

Abstract

(OC-6-43)-Dichlorido(N,N-dimethyl-ethane-1,2-diamine)dihydroxidoplatinum(IV) could selectively be mono-carboxylated with succinic anhydride based on the steric hindrance caused by the two methyl groups of the equatorial ligand. Subsequent esterification of the uncoordinated carboxylic acid with alcohols of different lengths (methanol, butanol, hexanol and octanol) afforded the corresponding esters. The synthesized complexes were characterized in detail by elemental analysis, ESI-MS, multinuclear ((1)H, (13)C, (15)N and (195)Pt) NMR spectroscopy and in two cases by X-ray crystallography. Cytotoxicity of novel platinum(IV) compounds was investigated in four human cancer cell lines (CH1, A549, SW480 and SK-OV-3). Remarkably, the most lipophilic complexes showed IC(50) values down to the low micromolar or even nanomolar range. This journal is © The Royal Society of Chemistry 2011

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Year:  2011        PMID: 21743934     DOI: 10.1039/c1dt10301f

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.569


  7 in total

Review 1.  Synthetic methods for the preparation of platinum anticancer complexes.

Authors:  Justin J Wilson; Stephen J Lippard
Journal:  Chem Rev       Date:  2013-11-27       Impact factor: 60.622

2.  Diamminetetrakis(carboxylato)platinum(IV) complexes--synthesis, characterization, and cytotoxicity.

Authors:  Björn R Hoffmeister; Mahsa S Adib-Razavi; Michael A Jakupec; Markus Galanski; Bernhard K Keppler
Journal:  Chem Biodivers       Date:  2012-09       Impact factor: 2.408

3.  Maleimide-functionalised platinum(IV) complexes as a synthetic platform for targeted drug delivery.

Authors:  Verena Pichler; Josef Mayr; Petra Heffeter; Orsolya Dömötör; Éva A Enyedy; Gerrit Hermann; Diana Groza; Gunda Köllensperger; Markus Galanksi; Walter Berger; Bernhard K Keppler; Christian R Kowol
Journal:  Chem Commun (Camb)       Date:  2013-03-18       Impact factor: 6.222

4.  Macromolecular Pt(IV) Prodrugs from Poly(organo)phosphazenes.

Authors:  Helena Henke; Kushtrim Kryeziu; Jelena Banfić; Sarah Theiner; Wilfried Körner; Oliver Brüggemann; Walter Berger; Bernhard K Keppler; Petra Heffeter; Ian Teasdale
Journal:  Macromol Biosci       Date:  2016-05-12       Impact factor: 4.979

5.  Unsymmetric mono- and dinuclear platinum(IV) complexes featuring an ethylene glycol moiety: synthesis, characterization, and biological activity.

Authors:  Verena Pichler; Petra Heffeter; Seied M Valiahdi; Christian R Kowol; Alexander Egger; Walter Berger; Michael A Jakupec; Mathea Sophia Galanski; Bernhard K Keppler
Journal:  J Med Chem       Date:  2012-12-17       Impact factor: 7.446

6.  Synthesis, Characterization, and Cytotoxicity of the First Oxaliplatin Pt(IV) Derivative Having a TSPO Ligand in the Axial Position.

Authors:  Salvatore Savino; Nunzio Denora; Rosa Maria Iacobazzi; Letizia Porcelli; Amalia Azzariti; Giovanni Natile; Nicola Margiotta
Journal:  Int J Mol Sci       Date:  2016-06-25       Impact factor: 5.923

7.  The First Anticancer Tris(pyrazolyl)borate Molybdenum(IV) Complexes: Tested in Vitro and in Vivo-A Comparison of O,O-, S,O-, and N,N-Chelate Effects.

Authors:  Iker Berasaluce; Klaudia Cseh; Alexander Roller; Michaela Hejl; Petra Heffeter; Walter Berger; Michael A Jakupec; Wolfgang Kandioller; Michael S Malarek; Bernhard K Keppler
Journal:  Chemistry       Date:  2019-11-19       Impact factor: 5.236

  7 in total

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