The effect of fatty acid substitution on the in vitro release of amphotericin B from micelles composed of poly(ethylene oxide)-block-poly(N-hexyl stearate-L-aspartamide)

J Control Release. 2002 Feb 19;79(1-3):165-72. doi: 10.1016/s0168-3659(01)00537-5.

Abstract

The effect of fatty acid substitution on the in vitro release of amphotericin B (AmB) from micelles composed of poly(ethylene oxide)-block-poly[N-(6-hexyl stearate)-L-aspartamide] (PEO-b-PHSA) was investigated. PEO-b-PHSA at 11, 50 and 70% of stearic acid substitution self assembled into micelles that effectively encapsulate AmB by solvent evaporation and dialysis methods. The sustained release of AmB from PEO-b-PHSA micelles was evidenced, by measuring the transfer of the drug to lipid vesicles [dipalmitoyl phosphatidylcholine:cholesterol:dimyristoyl phosphatidyglycerol (3:1:0.25)]. The release of AmB for PEO-b-PHSA micelles was markedly influenced by the degree of fatty acid substitution--as it increased, the release of AmB slowed. Accordingly, drug release was found to correlate with haemolysis induced by AmB encapsulated in PEO-b-PHSA micelles. At 11% stearic acid substitution, encapsulation of AmB had little effect on the drug's ability to induce untoward haemolysis. In contrast, AmB stably encapsulated in PEO-b-PHSA micelles at 50 and 70% caused no hemolysis up to 20 microg/ml. Lastly, PEO-b-PHSA micelles at 50 and 70% were able to elute entirely as micelles during size-exclusion chromatography, indicating their stability toward dissociation after dilution. The results point to a nanoscopic drug depot that may release AmB at controlled rates.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amphotericin B / chemistry
  • Amphotericin B / pharmacokinetics*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacokinetics*
  • Drug Carriers / chemistry
  • Drug Carriers / pharmacokinetics
  • Drug Evaluation, Preclinical
  • Fatty Acids / chemistry*
  • Fatty Acids / pharmacokinetics
  • Micelles*
  • Polyethylene Glycols / chemistry
  • Polyethylene Glycols / pharmacokinetics*
  • Stearates / chemistry
  • Stearates / pharmacokinetics*

Substances

  • Antifungal Agents
  • Drug Carriers
  • Fatty Acids
  • Micelles
  • Stearates
  • Polyethylene Glycols
  • Amphotericin B