Modification of α-Tocopherol Succinate with a Tumor-targeting Peptide Conjugate Enhances the Antitumor Efficacy of a Paclitaxel-loaded Lipid Aggregate

Chem Asian J. 2023 Jan 17;18(2):e202201136. doi: 10.1002/asia.202201136. Epub 2022 Dec 23.

Abstract

Paclitaxel (PTX) is a widely used chemotherapeutic agent in the clinic. However, its clinical benefit is limited due to its low water solubility, off-target toxicity, and for being a multidrug-resistant (MDR) substrate. To overcome these limitations in this study, a tumor-targeting peptide (CRGDK peptide, a ligand for NRP-1 receptor) conjugate of α-tocopheryl succinate (α-TOS) was synthesized and modified on PTX-loaded lipid aggregate (TL-PTX) to leverage the benefits of α-TOS, which include a) anti-cancer activity, b) increased PTX loading, and c) inhibition of MDR activity. Use of peptide conjugate of α-TOS (α-TOS-CRGDK) in lipid aggregate increased PTX entrapment efficiency by 20%, helped in NRP-1 specific cellular uptake and significantly enhanced apoptotic and cell killing activity (p <0.01) of PTX compared to control formulation (CL-PTX) by inhibiting MDR-activity in melanoma resulting in ∼70% increment in overall survival of melanoma tumor-bearing mice. In conclusion, CRGDK- α-TOS conjugate in association with PTX-loaded liposome provided a unique NRP-1 targeted, drug-resistant reversing anticancer regimen for treating aggressive melanoma.

Keywords: Paclitaxel; cancer; lipid aggregate; multi-drug resistance; peptides.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Drug Delivery Systems / methods
  • Drug Resistance, Neoplasm
  • Lipids
  • Melanoma*
  • Mice
  • Paclitaxel* / pharmacology
  • Paclitaxel* / therapeutic use
  • Peptides / pharmacology
  • alpha-Tocopherol / pharmacology

Substances

  • Paclitaxel
  • alpha-Tocopherol
  • Peptides
  • Lipids