Amidoxime platinum(II) complexes

Author(s)
Dmitrii S. Bolotin, Marina Ya. Demakova, Anton A. Legin, Vitaliy V. Suslonov, Alexey A. Nazarov, Michael A. Jakupec, Bernhard K. Keppler, Vadim Yu Kukushkin
Abstract

The reaction of cis-[PtCl

2(Me

2SO)

2] with 1 equiv. of each of the amidoximes RC(NH

2)NOH in neutral media in MeOH results in the formation of complexes cis-[PtCl

2{RC(NH

2)NOH}(Me

2SO)] (5 examples; 83-98% isolated yields). In the presence of 2 equiv. of NaOH in MeOH solution, the reaction of cis-[PtCl

2(Me

2SO)

2] with 1 equiv. of each of the amidoximes RC(NH

2)NOH leads to [Pt{RC(NH)NO}(Me

2SO)

2] (7 examples; 74-95% isolated yields). All new complexes were characterized by C, H, and N elemental analyses, HRESI

+-MS, IR,

1H,

13C{

1H}, and CP-MAS TOSS

13C{

1H} NMR spectroscopies, and additionally by single-crystal XRD (for seven species). The cytotoxic potency of six compounds was determined in the human cancer cell lines CH1/PA-1, A549, SK-BR-3, and SW480. Generally, the second class of complexes containing chelating amidoximato ligands shows much higher cytotoxicity than the non-chelate amidoxime analogs, despite the lack of easily exchangeable chlorido ligands. Especially, the complex [Pt(p-CF

3C

6H

4C(NH)NO)(Me

2SO)

2] displays a remarkable activity in the inherently cisplatin resistant SW480 cell line (0.51 μM vs. 3.3 μM).

Organisation(s)
Department of Inorganic Chemistry
External organisation(s)
Saint Petersburg State University, Anuchin Research Institute and Museum of Anthropology
Journal
New Journal of Chemistry
Volume
41
Pages
6840-6848
No. of pages
9
ISSN
1144-0546
DOI
https://doi.org/10.1039/c7nj00982h
Publication date
07-2017
Peer reviewed
Yes
Austrian Fields of Science 2012
104003 Inorganic chemistry, 301904 Cancer research
Keywords
ASJC Scopus subject areas
Materials Chemistry, General Chemistry, Catalysis
Sustainable Development Goals
SDG 3 - Good Health and Well-being
Portal url
https://ucrisportal.univie.ac.at/en/publications/2b9bbd0f-b279-4e75-82a4-d3b0fbbec89d