Jump to main content
Jump to site search


Two new monofunctional platinum(II) dithiocarbamate complexes: phenanthriplatin-type axial protection, equatorial-axial conformational isomerism, anticancer and DNA binding studies

Abstract

Abstract The syntheses of two platinum(II) dithiocarbamate complexes (1 and 2) that exhibit quinoplatin- and phenanthriplatin-type axial protection of the Pt-plane are described. The Pt-plane of complex 2 is axially more protected than is that in complex 1. Furthermore, both complexes adopt two different stereochemical conformations in the solid state (based on single-crystal X-ray structures) owing to the structurally flexible piperazine backbone; i.e., C-e,e-Anti (1) and C-e,a-Syn (2), where “C” stands for the chair configuration, “e” and “a” stand for the equatorial and axial positions and “Anti” (opposite side) and “Syn” (same side) represent the relative orientations in space of the terminal substituents on the piperazine ring. In complex 2, the C-e,a-Syn conformation may provide additional steric hindrance to the Pt-plane. Despite the lower lipophilicity of 2 as compared to that of 1, the in vitro anticancer action against selected cancer cell lines is better for the former revealing the superior role of the axial protection over lipophilicity in modulating anticancer activity. The activity against the cancer promoting protein NF-κB signifies that the mode of cancer cell death may be the result of hindering the activity of NF-κB in the initiation of apoptosis. The apoptotic mode of cell death had been established earlier in a study using Annexin V-FITC. Finally, DNA binding studies revealed that the complex-DNA adduct formation is spontaneous and the mode of interaction is non-intercalative (electrostatic/covalent).

Back to tab navigation

Supplementary files

Article information


Submitted
28 Aug 2020
Accepted
06 Oct 2020
First published
07 Oct 2020

Dalton Trans., 2020, Accepted Manuscript
Article type
Paper

Two new monofunctional platinum(II) dithiocarbamate complexes: phenanthriplatin-type axial protection, equatorial-axial conformational isomerism, anticancer and DNA binding studies

Z. Rehman, M. Imran, G. Hogarth, D. A. Tocher, G. Chaudhry, I. S. Butler, F. Bélanger-Gariépy and T. P. Kondratyuk, Dalton Trans., 2020, Accepted Manuscript , DOI: 10.1039/D0DT03018J

Social activity

Search articles by author

Spotlight

Advertisements