Glycyrrhetinic Acid-Mediated Polymeric Drug Delivery Targeting the Acidic Microenvironment of Hepatocellular Carcinoma

Pharm Res. 2015 Oct;32(10):3376-90. doi: 10.1007/s11095-015-1714-2. Epub 2015 Jul 7.

Abstract

Purpose: The major hurdle of current drug carrier against hepatocellular carcinoma (HCC) is the lack of specific and selective drug delivery to HCC. In this study, a novel glycyrrhetinic acid (GA) and poly(L-Histidine) (PHIS) mediated polymeric drug delivery system was developed to target HCC that have GA binding receptors and release its encapsulated anticancer drug in the acidic microenvironment of HCC.

Methods: Firstly, GA and PHIS were conjugated to form poly (ethylene glycol)-poly(lactic-co-glycolic acid) (GA-PEG-PHIS-PLGA, GA-PPP) micelles by grafting reaction between active terminal groups. Secondly, andrographolide (AGP) was encapsulated to GA-PPP to make AGP/GA-PPP using the solvent evaporation method. The pH-responsive property of AGP/GA-PPP micelles was validated by monitoring its stability and drug release behavior in different pH conditions. Furthermore, selective hepatocellular uptake of GA-PPP micelles in vitro, liver specific drug accumulation in vivo, as well as the enhanced antitumor effects of AGP/GA-PPP micelles confirmed the HCC targeting property of our novel drug delivery system.

Results: Average size of AGP/GA-PPP micelles increased significantly and the encapsulated AGP released faster in vitro at pH 5.0, while micelles keeping stable in pH 7.4. AGP/GA-PPP micelles were uptaken more efficiently by human Hep3B liver cells than that by human MDA-MB-231 breast cancer cells. GA-PPP micelles accumulated specifically in the liver and possessed long retention time in vivo. AGP/GA-PPP micelles significantly inhibited tumor growth and provided better therapeutic outcomes compared to free AGP and AGP/PEG-PLGA(AGP/PP) micelles without GA and PHIS decoration.

Conclusions: This novel GA-PPP polymeric carrier is promising for targeted treatment of HCC.

Keywords: andrographolide; glycyrrhetinic acid; hepatocellular carcinoma; micelles; pH-sensitive.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acids / administration & dosage*
  • Acids / chemistry
  • Animals
  • Antineoplastic Agents / administration & dosage*
  • Antineoplastic Agents / chemistry
  • Carcinoma, Hepatocellular / drug therapy*
  • Cell Line, Tumor
  • Drug Carriers / administration & dosage
  • Drug Carriers / chemistry
  • Drug Delivery Systems / methods
  • Glycyrrhetinic Acid / administration & dosage*
  • Glycyrrhetinic Acid / chemistry
  • Histidine / administration & dosage
  • Histidine / chemistry
  • Humans
  • Hydrogen-Ion Concentration
  • Lactic Acid / administration & dosage*
  • Lactic Acid / chemistry
  • Liver / drug effects
  • Liver Neoplasms / drug therapy*
  • Mice
  • Mice, Inbred BALB C
  • Mice, Nude
  • Micelles
  • Polyesters / administration & dosage*
  • Polyesters / chemistry
  • Polyethylene Glycols / administration & dosage*
  • Polyethylene Glycols / chemistry
  • Polyglycolic Acid / administration & dosage*
  • Polyglycolic Acid / chemistry
  • Polylactic Acid-Polyglycolic Acid Copolymer

Substances

  • Acids
  • Antineoplastic Agents
  • Drug Carriers
  • Micelles
  • Polyesters
  • polyethylene glycol-poly(lactide-co-glycolide)
  • Polylactic Acid-Polyglycolic Acid Copolymer
  • Polyglycolic Acid
  • polyhistidine
  • Lactic Acid
  • Polyethylene Glycols
  • Histidine
  • Glycyrrhetinic Acid