Alpha-lipoic acid-stearylamine conjugate-based solid lipid nanoparticles for tamoxifen delivery: formulation, optimization, in-vivo pharmacokinetic and hepatotoxicity study

J Pharm Pharmacol. 2016 Dec;68(12):1535-1550. doi: 10.1111/jphp.12644. Epub 2016 Oct 5.

Abstract

Objectives: This study was designed to demonstrate the potential of novel α-lipoic acid-stearylamine (ALA-SA) conjugate-based solid lipid nanoparticles in modulating the pharmacokinetics and hepatotoxicity of tamoxifen (TMX).

Methods: α-lipoic acid-stearylamine bioconjugate was synthesized via carbodiimide chemistry and used as a lipid moiety for the generation of TMX-loaded solid lipid nanoparticles (TMX-SLNs). TMX-SLNs were prepared by solvent emulsification-diffusion method and optimized for maximum drug loading using rotatable central composite design. The optimized TMX-SLNs were stabilized using 10% w/w trehalose as cryoprotectant. In addition, pharmacokinetics and hepatotoxicity of freeze-dried TMX-SLNs were also evaluated in Sprague Dawley rats.

Key findings: Initial characterization with transmission electron microscopy revealed spherical morphology with smooth surface having an average particle size of 261.08 ± 2.13 nm. The observed entrapment efficiency was 40.73 ± 2.83%. In-vitro release study showed TMX release was slow and pH dependent. Pharmacokinetic study revealed a 1.59-fold increase in relative bioavailability as compared to TMX suspension. A decrease in hepatotoxicity of TMX is evidenced by the histopathological evaluation of liver tissues.

Conclusions: α-lipoic acid-stearylamine conjugate-based SLNs have a great potential in enhancing the oral bioavailability of poorly soluble drugs like TMX. Moreover, this ALA-SA nanoparticulate system could be of significant value in long-term anticancer therapy with least side effects.

Keywords: bioavailability; hepatotoxicity; solid lipid nanoparticles; tamoxifen; α-lipoic acid.

MeSH terms

  • Administration, Oral
  • Amines / chemistry*
  • Animals
  • Biological Availability
  • Chemical and Drug Induced Liver Injury / etiology
  • Chemical and Drug Induced Liver Injury / pathology
  • Chemical and Drug Induced Liver Injury / prevention & control*
  • Cryoprotective Agents / chemistry
  • Drug Carriers*
  • Drug Compounding
  • Drug Stability
  • Estrogen Antagonists / administration & dosage
  • Estrogen Antagonists / chemistry
  • Estrogen Antagonists / pharmacokinetics*
  • Estrogen Antagonists / toxicity
  • Female
  • Freeze Drying
  • Hydrogen-Ion Concentration
  • Nanoparticles*
  • Nanotechnology
  • Particle Size
  • Rats, Sprague-Dawley
  • Solubility
  • Solvents / chemistry
  • Surface Properties
  • Surface-Active Agents / chemistry
  • Tamoxifen / administration & dosage
  • Tamoxifen / chemistry
  • Tamoxifen / pharmacokinetics*
  • Tamoxifen / toxicity
  • Technology, Pharmaceutical / methods
  • Thioctic Acid / analogs & derivatives
  • Thioctic Acid / chemistry*
  • Trehalose / chemistry

Substances

  • Amines
  • Cryoprotective Agents
  • Drug Carriers
  • Estrogen Antagonists
  • Solvents
  • Surface-Active Agents
  • Tamoxifen
  • Thioctic Acid
  • Trehalose
  • stearylamine