UHPLC-MS and MALDI-MS study of aluminum phthalocyanine chloride and development of a bioanalytical method for its quantification in nanoemulsions and biological matrices

Talanta. 2018 Mar 1:179:159-166. doi: 10.1016/j.talanta.2017.10.057. Epub 2017 Oct 28.

Abstract

Metal phthalocyanines are promising components in photodynamic therapy. Aluminum phthalocyanine chloride (AlClPc) has been used to treat oral cancer in mice, human carious tissue, lung cancer cells and other conditions. To overcome the high hydrophobicity of AlClPc, phthalocyanine is often encapsulated in nanoformulations. Despite increased usage, little is known about the pharmacokinetics and biodistribution of AlClPc. The aim of this study was the development and validation of a UHPLC-MS method for the determination of AlClPc in solution after extraction from nanoformulations and biological matrices such as plasma and tissue. The described method has been assayed as to selectivity, linearity, limits of detection and quantification, precision and recovery. The present study is the first to describe the behavior of AlClPc in biological matrices with mass spectrometry as well as the first to describe the chromatographic behavior of AlClPc contaminants. Molecular mass analysis identified dechlorination of AlClPc by both LC/MS and MALDI-MS and an adduct formation in LC/MS. The parameters observed indicated that the method has applicability and robustness for use in biodistribution studies.

Keywords: Mass spectrometry; Method validation; Photosensitizer; UHPLC-MS.

MeSH terms

  • Animals
  • Biological Availability
  • Biotransformation
  • Castor Oil / chemistry
  • Chromatography, High Pressure Liquid / standards*
  • Drug Delivery Systems
  • Emulsions
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Indoles / blood*
  • Indoles / pharmacokinetics
  • Indoles / pharmacology
  • Kidney / drug effects
  • Kidney / metabolism
  • Limit of Detection
  • Liver / drug effects
  • Liver / metabolism
  • Lung / drug effects
  • Lung / metabolism
  • Mice
  • Mice, Inbred BALB C
  • Nanostructures / administration & dosage
  • Nanostructures / chemistry*
  • Organometallic Compounds / blood*
  • Organometallic Compounds / pharmacokinetics
  • Organometallic Compounds / pharmacology
  • Photochemotherapy / methods
  • Photosensitizing Agents / blood*
  • Photosensitizing Agents / pharmacokinetics
  • Photosensitizing Agents / pharmacology
  • Polyethylene Glycols / chemistry
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / standards*
  • Spleen / drug effects
  • Spleen / metabolism
  • Tissue Distribution

Substances

  • Emulsions
  • Indoles
  • Organometallic Compounds
  • Photosensitizing Agents
  • chloroaluminum phthalocyanine
  • cremophor
  • Polyethylene Glycols
  • Castor Oil