Enhanced liver targeting by synthesis of N1-stearyl-5-Fu and incorporation into solid lipid nanoparticles

Arch Pharm Res. 2003 Dec;26(12):1096-101. doi: 10.1007/BF02994764.

Abstract

To enhance the liver targeting and reduce the side effects of 5-fluorouracil (5-Fu), it was acylated by stearyl chloride to obtain N1-stearyl-5-Fu (5-FuS). The chemical structure of the prodrug was confirmed by Nuclear Magnetic Resonance and Infrared Spectrometry. 5-FuS was incorporated into solid lipid nanoparticles (SLN), which were prepared by the physical agglomeration method. The mean diameter of 5-FuS-SLN was 240.19 nm and the drug loading was 20.53%. The release characteristics in vitro of 5-FuS-SLN were fitted to the first-order pharmacokinetic model. Compared with 5-Fu injection, a study on the distribution of 5-FuS-SLN in mice showed that 5-FuS-SLN could double 5-Fu concentration in mice livers. The main pharmacokinetic parameters of 5-FuS-SLN in rabbits is shown as follows: Vd=0.04336 L/kg, T(1/2) beta=1.2834 h, CL=0.1632 L/h. In conclusion, 5-FuS-SLN has significant liver targeting properties. The employment of a prodrug to enhance drug liposoluble properties and the preparation method presented in this paper, seem to be an alternative strategy to the traditional colloidal delivery system.

MeSH terms

  • Animals
  • Drug Delivery Systems / methods*
  • Drug Stability
  • Female
  • Fluorouracil / administration & dosage*
  • Fluorouracil / chemical synthesis
  • Fluorouracil / pharmacokinetics
  • Liposomes
  • Liver / drug effects*
  • Liver / metabolism
  • Male
  • Mice
  • Microscopy, Electron
  • Nanotechnology / methods*
  • Particle Size
  • Rabbits
  • Stearic Acids / administration & dosage*
  • Stearic Acids / chemical synthesis
  • Stearic Acids / pharmacokinetics

Substances

  • Liposomes
  • Stearic Acids
  • stearic acid
  • Fluorouracil