Differences in protein binding and excretion of Triapine and its Fe(III) complex

J Inorg Biochem. 2016 Jul:160:61-9. doi: 10.1016/j.jinorgbio.2015.10.006. Epub 2015 Oct 19.

Abstract

Triapine has been investigated as anticancer drug in multiple clinical phase I/II trials. Although promising anti-leukemic activity was observed, Triapine was ineffective against solid tumors. The reasons are currently widely unknown. The biological activity of Triapine is strongly connected to its iron complex (Fe-Triapine) which is pharmacologically not investigated. Here, novel analytical tools for Triapine and Fe-Triapine were developed and applied for cell extracts and body fluids of treated mice. Triapine and its iron complex showed a completely different behavior: for Triapine, low protein binding was observed in contrast to fast protein adduct formation of Fe-Triapine. Notably, both drugs were rapidly cleared from the body (serum half-life time <1h). Remarkably, in contrast to Triapine, where (in accordance to clinical data) basically no renal excretion was found, the iron complex was effectively excreted via urine. Moreover, no Fe-Triapine was detected in serum or cytosolic extracts after Triapine treatment. Taken together, our study will help to further understand the biological behavior of Triapine and its Fe-complex and allow the development of novel thiosemicarbazones with pronounced activity against solid tumor types.

Keywords: Drug development; In vivo; Pharmacokinetics; Thiosemicarbazones; Triapine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / blood
  • Antineoplastic Agents / pharmacokinetics*
  • Antineoplastic Agents / urine
  • Blood Proteins / chemistry
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Clinical Trials as Topic
  • Colonic Neoplasms / drug therapy*
  • Colonic Neoplasms / pathology
  • Coordination Complexes / blood
  • Coordination Complexes / pharmacokinetics*
  • Coordination Complexes / urine
  • Female
  • Half-Life
  • Iron / blood
  • Iron / pharmacokinetics*
  • Iron / urine
  • Male
  • Mice
  • Mice, Inbred BALB C
  • Protein Binding
  • Pyridines / blood
  • Pyridines / pharmacokinetics*
  • Pyridines / urine
  • Thiosemicarbazones / blood
  • Thiosemicarbazones / pharmacokinetics*
  • Thiosemicarbazones / urine
  • Tumor Burden / drug effects
  • Xenograft Model Antitumor Assays

Substances

  • Antineoplastic Agents
  • Blood Proteins
  • Coordination Complexes
  • Pyridines
  • Thiosemicarbazones
  • 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
  • Iron