Zidovudine-poly(L-lactic acid) solid dispersions with improved intestinal permeability prepared by supercritical antisolvent process

J Pharm Sci. 2015 May;104(5):1691-700. doi: 10.1002/jps.24377. Epub 2015 Feb 10.

Abstract

A supercritical antisolvent (SAS) process for obtaining zidovudine-poly(L-lactic acid) (PLLA) solid dispersions (SDs) was used to attain a better intestinal permeation of this drug. A 3(2) factorial design was used, having as independent variables the ratio 3'-azido-2'3'-dideoxythymidine (AZT)-PLLA and temperature/pressure conditions, as dependent variables the process yield and particle macroscopic morphology. AZT-PLLA production batches were carried out by the SAS process, and the resulting products evaluated via scanning electron microscope, X-ray diffraction, differential scanning calorimetry, and Fourier transform infrared analyses. From the nine possible combinations of tests performed experimentally, only one combination did not produced a solid. The L3 batch of SD, produced with 1:2 (AZT-PLLA) ratio, resulted in a 91.54% yield, with 40% AZT content. Intestinal permeability studies using the AZT-PLLA from L3 batch led to an AZT permeability of approximately 9.87%, which was higher than that of pure AZT (∼3.84%). AZT remained in crystalline form, whereas PLLA remained in semicrystalline form. AZT release is controlled by a diffusion mechanism. It has been demonstrated that it is possible to use PLLA carrier and SAS process to obtain SD, in a single step.

Keywords: everted rat intestinal sacs; gastrointestinal transit; oral absorption; permeability; poly(l-lactic acid); solid dispersion; supercritical antisolvent process; supercritical fluids; zidovudine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Chromatography, Supercritical Fluid / methods*
  • Intestinal Absorption / drug effects
  • Intestinal Absorption / physiology*
  • Lactic Acid / chemical synthesis*
  • Lactic Acid / pharmacokinetics
  • Male
  • Permeability / drug effects
  • Rats
  • Rats, Wistar
  • Solvents / chemistry*
  • Zidovudine / chemical synthesis*
  • Zidovudine / pharmacokinetics

Substances

  • Solvents
  • Lactic Acid
  • Zidovudine