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

Author(s)
Verena Pichler, Seied Mojtaba Valiahdi, Michael Jakupec, Vladimir Arion, Mathea Sophia Galanski, Bernhard 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.

Organisation(s)
Department of Inorganic Chemistry
Journal
Dalton Transactions
Volume
40
Pages
8187-8192
No. of pages
6
ISSN
1477-9226
DOI
https://doi.org/10.1039/c1dt10301f
Publication date
2011
Peer reviewed
Yes
Austrian Fields of Science 2012
104003 Inorganic chemistry
Sustainable Development Goals
SDG 3 - Good Health and Well-being
Portal url
https://ucrisportal.univie.ac.at/en/publications/a096e42f-a1f9-4993-9aa5-06a7c47bef05