Transformative Nanomedicine of an Amphiphilic Camptothecin Prodrug for Long Circulation and High Tumor Uptake in Cancer Therapy

ACS Nano. 2017 Sep 26;11(9):8838-8848. doi: 10.1021/acsnano.7b03003. Epub 2017 Sep 6.

Abstract

We report a camptothecin (CPT) prodrug that was well formulated in solution and rapidly transformed into long-circulating nanocomplexes in vivo for highly efficient drug delivery and effective cancer therapy. Specifically, using a redox-responsive disulfide linker, CPT was conjugated with an albumin-binding Evans blue (EB) derivative; the resulting amphiphilic CPT-ss-EB prodrug self-assembled into nanostructures in aqueous solution, thus conferring high solubility and stability. By binding CPT-ss-EB to endogenous albumin, the 80 nm CPT-ss-EB nanoparticles rapidly transformed into 7 nm albumin/prodrug nanocomplexes. CPT-ss-EB was efficient at intracellular delivery into cancer cells, released intact CPT in a redox-responsive manner, and exhibited cytotoxicity as potent as CPT. In mice, the albumin/CPT-ss-EB nanocomplex exhibited remarkably long blood circulation (130-fold greater than CPT) and efficient tumor accumulation (30-fold of CPT), which consequently contributed to excellent therapeutic efficacy. Overall, this strategy of transformative nanomedicine is promising for efficient drug delivery.

Keywords: albumin; camptothecin prodrug; drug delivery; nanostructures; self-assembly.

Publication types

  • Research Support, N.I.H., Intramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / administration & dosage
  • Antineoplastic Agents, Phytogenic / blood
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacokinetics*
  • Camptothecin / administration & dosage
  • Camptothecin / blood
  • Camptothecin / chemistry
  • Camptothecin / pharmacokinetics*
  • Drug Delivery Systems
  • Female
  • HCT116 Cells
  • Humans
  • Mice
  • Mice, Nude
  • Nanoconjugates* / administration & dosage
  • Nanoconjugates* / chemistry
  • Nanoparticles / chemistry
  • Neoplasms / drug therapy
  • Oxidation-Reduction
  • Prodrugs / administration & dosage
  • Prodrugs / chemistry
  • Prodrugs / pharmacokinetics*
  • Solubility
  • Surface-Active Agents / chemistry
  • Surface-Active Agents / pharmacokinetics

Substances

  • Antineoplastic Agents, Phytogenic
  • Nanoconjugates
  • Prodrugs
  • Surface-Active Agents
  • Camptothecin