Characterization of chlorophyll derivatives in micelles of polymeric surfactants aiming photodynamic applications

Spectrochim Acta A Mol Biomol Spectrosc. 2017 Feb 15:173:213-221. doi: 10.1016/j.saa.2016.09.019. Epub 2016 Sep 19.

Abstract

The spectrophotometric properties of chlorophylls' derivatives (Chls) formulated in the Pluronics® F-127 and P-123 were evaluated and the results have shown that the Chls were efficiently solubilized in these drug delivery systems as monomers. The relative location of the Chls in the Pluronics® was estimated from the Stokes shift and micropolarity of the micellar environment. Chls with phytyl chain were located in the micellar core, where the micropolarity is similar to ethanol, while phorbides' derivatives (without phytyl chain) were located in the outer shell of the micelle, i.e., more polar environment. In addition, the thermal stability of the micellar formulations was evaluated through electronic absorption, fluorescence emission and resonance light scattering with lowering the temperature. The Chls promote the stability of the micelles at temperatures below the Critical Micellar Temperature (CMT) of these surfactants. For F-127 formulations, the water molecules drive through inside the nano-structure at temperatures below the CMT, which increased the polarity of this microenvironment and directly affected the spectrophotometric properties of the Chls with phytyl chain. The properties of the micellar microenvironment of P-123, with more hydrophobic core due to the small PEO/PPO fraction, were less affected by lowering the temperature than for F-127. These results enable us to better understand the Chls behavior in micellar copolymers and allowed us to design new drug delivery system that maintains the photosensitizer's properties for photodynamic applications.

Keywords: Chlorophylls; Drug delivery system; Formulation; Polymeric micelles.

MeSH terms

  • Chlorophyll / chemistry*
  • Drug Delivery Systems / methods*
  • Drug Stability
  • Fluorescence
  • Hydrophobic and Hydrophilic Interactions
  • Micelles
  • Photochemotherapy / methods
  • Poloxalene / chemistry*
  • Poloxamer / chemistry*
  • Surface-Active Agents / chemistry*
  • Temperature

Substances

  • Micelles
  • Surface-Active Agents
  • Poloxamer
  • Chlorophyll
  • pluronic block copolymer P123
  • Poloxalene