Self-Assembly of Amphiphilic Drug-Dye Conjugates into Nanoparticles for Imaging and Chemotherapy

Chem Asian J. 2016 Nov 22;11(22):3174-3177. doi: 10.1002/asia.201601206. Epub 2016 Oct 13.

Abstract

An amphiphilic drug-dye conjugate (PTX-Pt-BDP) was designed and synthesized with a platinum compound as the hydrophilic head. The precursor of PTX-Pt-BDP was obtained under mild conditions by means of a three-component Passerini reaction. PTX-Pt-BDP could self-assemble into nanoparticles (PTX-Pt-BDP NPs) in aqueous solution via a nanoprecipitation method. The obtained nanoparticles exhibited favorable structural stability in both water and physiological environment. PTX-Pt-BDP NPs could be endocytosed by cancer cells as revealed by confocal laser scanning microscopy and exert potent cytotoxicity. This work highlights the potential of nanomedicines from amphiphilic drug-dye conjugates for cancer cell imaging and chemotherapy.

Keywords: chemotherapy; conjugates; imaging; nanomedicines; self-assembly.

MeSH terms

  • A549 Cells
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / toxicity
  • Cell Survival / drug effects
  • Coloring Agents / chemistry*
  • Coordination Complexes / chemistry
  • Humans
  • MCF-7 Cells
  • Microscopy, Confocal
  • Nanoparticles / chemistry*
  • Nanoparticles / metabolism
  • Nanoparticles / therapeutic use
  • Neoplasms / drug therapy
  • Neoplasms / pathology
  • Paclitaxel / chemistry*
  • Paclitaxel / toxicity
  • Particle Size
  • Platinum / chemistry
  • Spectrophotometry, Ultraviolet

Substances

  • Antineoplastic Agents, Phytogenic
  • Coloring Agents
  • Coordination Complexes
  • Platinum
  • Paclitaxel