Linolenic acid-modified methoxy poly (ethylene glycol)-oligochitosan conjugate micelles for encapsulation of amphotericin B

Carbohydr Polym. 2019 Feb 1:205:571-580. doi: 10.1016/j.carbpol.2018.10.086. Epub 2018 Oct 29.

Abstract

Introduction of linolenic acid (LNA) and methoxy poly (ethylene glycol) (MPEG) to the backbone of oligochitosan (CS) afforded LNA-modified MPEG-CS conjugate (MPEG-CS-LNA). Amphotericin B-loaded MPEG-CS-LNA micelles (AmB-M) were prepared via dialysis method with 82.27 ± 1.96% of drug encapsulation efficiency and 10.52 ± 0.22% of drug loading capacity. The AmB-M enhanced AmB's water-solubility to 1.64 mg/mL, being 1640-folds higher than native AmB. The AmB-M obviously reduced hemolytic effect and renal toxicity of AmB when compared to marketed AmB injection (AmB-I). Its antifungal activity against Candida albicans was equivalent to AmB-I although AmB's release from AmB-M was significantly retarded. According to fluorescence microscopy test, the unchanged activity should be attributed to enhanced fungal cellular uptake of AmB-M caused by combined inducement of LNA and CS. The pharmacokinetic studies demonstrated that AmB-M also improved the pharmacokinetic parameters of AmB with AmB-I as control. Conclusively, developed LNA-modified MPEG-CS micellar system could be a viable alternative to the current toxic commercial AmB-I as a highly efficacious drug delivery system.

Keywords: Amphotericin B; Antifungal; Chitosan; Linolenic acid; Methoxy poly (ethylene glycol).

MeSH terms

  • Amphotericin B / pharmacology*
  • Animals
  • Antifungal Agents / pharmacology*
  • Candida albicans / drug effects
  • Chitin / analogs & derivatives
  • Chitin / chemical synthesis
  • Chitin / chemistry
  • Chitin / pharmacokinetics
  • Chitin / toxicity
  • Chitosan
  • Drug Carriers / chemical synthesis
  • Drug Carriers / chemistry*
  • Drug Carriers / pharmacokinetics
  • Drug Carriers / toxicity
  • Drug Liberation
  • Erythrocytes / drug effects
  • Hemolysis
  • Kidney / drug effects
  • Linolenic Acids / chemical synthesis
  • Linolenic Acids / chemistry*
  • Linolenic Acids / pharmacokinetics
  • Linolenic Acids / toxicity
  • Male
  • Mice
  • Micelles*
  • Oligosaccharides
  • Polyethylene Glycols / chemical synthesis
  • Polyethylene Glycols / chemistry
  • Polyethylene Glycols / pharmacokinetics
  • Polyethylene Glycols / toxicity
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • Polymers / pharmacokinetics
  • Polymers / toxicity
  • Rats, Sprague-Dawley

Substances

  • Antifungal Agents
  • Drug Carriers
  • Linolenic Acids
  • Micelles
  • Oligosaccharides
  • Polymers
  • oligochitosan
  • Chitin
  • Polyethylene Glycols
  • Amphotericin B
  • Chitosan