Design and evaluation of biological activity of diazenecarboxamide-extended cisplatin and carboplatin analogues

Acta Chim Slov. 2013;60(2):368-74.

Abstract

Construction of a library of structurally diverse diazenecarboxamide-extended cis-[Pt(2-picolyl-1,2,3-triazole)Cl2,] and cis-[Pt(propan-1,3-diamine)CBDCA] (CBDCA = 1,1 -cyclobutanedicarboxylate) complexes 1-4 is described. These compounds retain oxidative properties of parent diazenecarboxamides against glutathione as demonstrated by NMR spectroscopy and high resolution mass spectrometry experiments. Cytotoxic activity of 1-4 was investigated against human cervical carcinoma HeLa cells. Four library members were found to possess moderate cytotoxic activity. Some model compounds were also examined, returning [PtCl2L2] (L = 1-(2-picolyl)-4-phenyl-1H-1,2,3-triazole) as the most potent under this investigation with IC50 of 19.05 microM, comparable to that of cisplatin (IC50 = 16.3 microM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Amides / pharmacology
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Carboplatin / analogs & derivatives*
  • Carboplatin / chemistry
  • Carboplatin / pharmacology
  • Chromatography, Liquid
  • Cisplatin / analogs & derivatives*
  • Cisplatin / chemistry
  • Cisplatin / pharmacology
  • Drug Design*
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Amides
  • Antineoplastic Agents
  • Carboplatin
  • Cisplatin