Molecular interactions and solubilization of structurally related meso-porphyrin photosensitizers by amphiphilic block copolymers (Pluronics)

Drug Dev Ind Pharm. 2015;41(8):1237-46. doi: 10.3109/03639045.2014.938657. Epub 2014 Jul 16.

Abstract

The influence of four Pluronics block copolymers (i.e. F68, P123, F127, and L44) on the aggregation and solubilization of five structurally related meso-tetraphenyl porphyrin photosensitizers (PS) as model compounds for use in Photodynamic Therapy of cancer (PDT) was evaluated. Interactions between the PSs and Pluronics were studied at micromolar concentration by means of UV-Vis absorption spectrometry and by kinematic viscosity (υ) and osmolarity measurements at millimolar concentrations. Pluronic micelles were characterized by size and zeta potential (ζ) measurements. The morphology of selected PS-Pluronic assemblies was studied by atomic force microscopy (AFM). While hydrophobic 5,10,15,20-Tetrakis(4-hydroxyphenyl) porphine (THPP) seemed to be solubilized in the Pluronic micellar cores, amphiphilic di(monoethanolammonium) meso-tetraphenyl porphine disulphonate (TPPS2a) was likely bound to the micellar palisade layer. Hydrophilic PSs like 5,10,15,20-Tetrakis (4-trimethylaniliniumphenyl) porphine (TAPP) seemed to form complexes with Pluronic unimers and to be distributed among the micellar coronas. TPPS2a aggregated into a network which could be broken at Pluronic concentration [Formula: see text] cmc, but would reconstitute in the presence of tonicity adjusting agents, e.g. sodium chloride (NaCl) or glucose.

Keywords: Cancer; nanoparticles; photodynamic therapy; photosensitizer; pluronic.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrophobic and Hydrophilic Interactions
  • Mesoporphyrins / chemistry*
  • Mesoporphyrins / metabolism
  • Microscopy, Atomic Force / methods
  • Particle Size
  • Photosensitizing Agents / chemistry*
  • Photosensitizing Agents / metabolism
  • Poloxamer / chemistry*
  • Poloxamer / metabolism
  • Solubility
  • Surface-Active Agents / chemistry*
  • Surface-Active Agents / metabolism

Substances

  • Mesoporphyrins
  • Photosensitizing Agents
  • Surface-Active Agents
  • Poloxamer
  • mesoporphyrin IX