Structural Determinants of p53-Independence in Anticancer Ruthenium-Arene Schiff-Base Complexes

Mol Pharm. 2016 Jul 5;13(7):2543-54. doi: 10.1021/acs.molpharmaceut.6b00348. Epub 2016 May 31.

Abstract

p53 is a key tumor suppressor gene involved in key cellular processes and implicated in cancer therapy. However, it is inactivated in more than 50% of all cancers due to mutation or overexpression of its negative regulators. This leads to drug resistance and poor chemotherapeutic outcome as most clinical drugs act via a p53-dependent mechanism of action. An attractive strategy to circumvent this resistance would be to identify new anticancer drugs that act via p53-independent mode of action. In the present study, we identified 9 Ru (II)-Arene Schiff-base (RAS) complexes able to induce p53-independent cytotoxicity and discuss structural features that are required for their p53-independent activity. Increasing hydrophobicity led to an increase in cellular accumulation in cells with a corresponding increase in efficacy. We further showed that all nine complexes demonstrated p53-independent activity. This was despite significant differences in their physicochemical properties, suggesting that the iminoquinoline ligand, a common structural feature for all the complexes, is required for the p53-independent activity.

Keywords: anticancer; p53-independent activity; ruthenium-arene Schiff-base complexes; structure−activity relationship studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray
  • HCT116 Cells
  • Humans
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / pharmacology*
  • Ruthenium / chemistry*
  • Schiff Bases / chemistry*
  • Structure-Activity Relationship
  • Tumor Suppressor Protein p53 / metabolism*

Substances

  • Antineoplastic Agents
  • Organometallic Compounds
  • Schiff Bases
  • Tumor Suppressor Protein p53
  • Ruthenium