Cyclodextrin-mediated enhancement of riboflavin solubility and corneal permeability

Mol Pharm. 2013 Feb 4;10(2):756-62. doi: 10.1021/mp3005963. Epub 2013 Jan 18.

Abstract

Cyclodextrins are water-soluble cyclic oligosaccharides consisting of six, seven, and eight α-(1,4)-linked glucopyranose subunits. This study reports the use of different cyclodextrins in eye drop formulations to improve the aqueous solubility and corneal permeability of riboflavin. Riboflavin is a poorly soluble drug with a solubility up to 0.08 mg mL(-1) in deionized water. It is used as a drug topically administered to the eye to mediate UV-induced corneal cross-linking in the treatment of keratoconus. Aqueous solutions of β-cyclodextrin (10-30 mg mL(-1)) can enhance the solubility of riboflavin up to 0.12-0.19 mg mL(-1), whereas the higher concentration of α-cyclodextrin (100 mg mL(-1)) achieved a lower level of enhancement of 0.11 mg mL(-1). The other oligosaccharides were found to be inefficient for this purpose. In vitro diffusion experiments performed with fresh and cryopreserved bovine cornea have demonstrated that β-cyclodextrin enhances riboflavin permeability. The mechanism of this enhancement was examined through microscopic histological analysis of the cornea and is discussed in this paper.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Chromatography, High Pressure Liquid
  • Cornea / metabolism*
  • Cyclodextrins / chemistry*
  • Cyclodextrins / pharmacology
  • Drug Interactions
  • In Vitro Techniques
  • Permeability / drug effects
  • Riboflavin / chemistry*
  • Solubility / drug effects

Substances

  • Cyclodextrins
  • Riboflavin