Polyamide nanocapsules and nano-emulsions containing Parsol® MCX and Parsol® 1789: in vitro release, ex vivo skin penetration and photo-stability studies

Pharm Res. 2012 Feb;29(2):559-73. doi: 10.1007/s11095-011-0592-5. Epub 2011 Sep 23.

Abstract

Purpose: To prepare polyamide nanocapsules for skin photo-protection, encapsulating α-tocopherol, Parsol®MCX (ethylhexyl methoxycinnamate) and/or Parsol®1789 (butyl methoxydibenzoylmethane).

Methods: Nanocapsules were obtained by combining spontaneous emulsification and interfacial polycondensation reaction between sebacoyl chloride and diethylenetriamine. Nano-emulsions used as control were obtained by the same process without monomers. The influence of carrier on release rate was studied in vitro with a membrane-free model. Epidermal penetration of encapsulated sunscreens was ex vivo evaluated using Franz diffusion cells. Ability of encapsulated sunscreens to improve photo-stability was verified by comparing percentage of degradation after UV radiation exposure.

Results: Sunscreen-containing nanocapsules (260-400 nm) were successfully prepared; yield of encapsulation was >98%. Parsol®MCX and Parsol®1789 encapsulation led to decreased release rate by up to 60% in comparison with nano-emulsion and allowed minimum penetration through pig ear epidermis. Presence of polyamide shell protected encapsulated sunscreen filters from photo-degradation without affecting their activity.

Conclusions: Encapsulation of Parsol®MCX and Parsol®1789 into oil-core of polyamide nanocapsules allowed protection from photo-degradation, controlled release from nanocapsules, and limited penetration through pig ear epidermis.

MeSH terms

  • Animals
  • Antioxidants / administration & dosage
  • Antioxidants / pharmacokinetics
  • Chalcones / administration & dosage*
  • Chalcones / pharmacokinetics
  • Cinnamates / administration & dosage*
  • Cinnamates / pharmacokinetics
  • Emulsions / chemistry*
  • Nanocapsules / chemistry*
  • Nylons / chemistry
  • Propiophenones
  • Skin / metabolism*
  • Skin Absorption
  • Sunscreening Agents / administration & dosage*
  • Sunscreening Agents / pharmacokinetics
  • Swine
  • alpha-Tocopherol / administration & dosage
  • alpha-Tocopherol / pharmacokinetics

Substances

  • Antioxidants
  • Chalcones
  • Cinnamates
  • Emulsions
  • Nanocapsules
  • Nylons
  • Propiophenones
  • Sunscreening Agents
  • ethylhexyl methoxycinnamate
  • avobenzone
  • alpha-Tocopherol