Novel cis- and trans-configured bis(oxime)platinum(II) complexes: Synthesis, characterization, and cytotoxic activity

Author(s)

Yulia Scaffidi-Domianello, Kristof Meelich, Michael Jakupec, Vladimir Arion, Vadim Yu Kukushkin, Mathea Sophia Galanski, Bernhard Keppler

Abstract

Novel cis- and trans-configured bis(oxime)platinum(II) complexes have been synthesized and characterized by elemental analyses, IR, electrospray ionization mass spectrometry, multinuclear (1H, 13C, and 195Pt) NMR spectroscopy, and, in five cases, by X-ray diffraction. Their cytotoxicity was studied in the cisplatin-sensitive CH1 cell line as well as in inherently cisplatin-resistant SW480 cancer cells. Remarkably, every single dihalidobis(oxime)platinum(II) complex (with either a cis or trans configuration) shows a comparable cytotoxic potency in both cell lines, indicating a capacity of overcoming cisplatin resistance. Particularly strong cytotoxicities were observed in the case of trans-[PtCl2(R 2C=NOH)2] (R = Me, n-Pr, i-Pr) with IC50 values in the high nanomolar concentration range in both CH1 and SW480 cancer cells. These complexes are as potent as cisplatin in CH1 cells and up to 20 times more potent than cisplatin in SW480 cells. In comparison to transplatin, the novel compounds are up to 90 (CH1) and 120 times (SW480) more cytotoxic. The previously reported observation that the trans geometry yields a more active complex in the case of [PtCl2(Me2C=NOH)2] could be confirmed for at least two structural analogues.

Organisation(s)

Department of Inorganic Chemistry

External organisation(s)

Saint Petersburg State University

Journal

Inorganic Chemistry

Volume

49

Pages

5669-5678

No. of pages

10

ISSN

0020-1669

DOI

https://doi.org/10.1021/ic100584b

Publication date

2010

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/d1fac8fa-9ef8-4376-9bab-5f6cf246dc58