Actinometric and Φ-order photodegradation properties of anti-cancer Sunitinib

J Pharm Biomed Anal. 2015 Jun 10:110:34-41. doi: 10.1016/j.jpba.2015.02.026. Epub 2015 Feb 24.

Abstract

The photodegradation reaction of Sunitinib (SUT), occurring via Z-E photoisomerisation, has been evaluated in this study using the recently developed Φ-order kinetics. In ethanol, the forward (Z → E) photoreaction of SUT was invariant with irradiation (its quantum yield, Φ(E-->Z)(λ)(irr) ≈ 0.019) in contrast to the E → Z isomerisation whose Φ(E-->Z)(λ)(irr) undergoes a 30-fold, sigmoid-shaped, increase with increasing irradiation wavelength. This situation limited usefully the extent of Z-SUT photodegradation at the photostationary state to a maximum of c.a. 30% of the initial concentration. Nevertheless, these results support a strong recommendation for a complete protection of SUT from light at all stages. Furthermore, a SUT-actinometer was developed and was proven to be useful for the 320-480 nm spectral range. The latter wavelength interval defined as well SUT photodegradation causative range. The formalism of Φ-order kinetics proves to be a useful investigative tool for drugs' photodegradation studies.

Keywords: Actinometry; Photodegradation; Photoisomerism; Quantum yield; Sunitinib.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / radiation effects*
  • Drug Stability
  • Ethanol / chemistry
  • Indoles / chemistry
  • Indoles / radiation effects*
  • Isomerism
  • Kinetics
  • Light
  • Models, Chemical
  • Photolysis
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / radiation effects*
  • Pyrroles / chemistry
  • Pyrroles / radiation effects*
  • Sunitinib

Substances

  • Antineoplastic Agents
  • Indoles
  • Protein Kinase Inhibitors
  • Pyrroles
  • Ethanol
  • Sunitinib