Thymine modified amphiphilic biodegradable copolymers for photo-cross-linked micelles as stable drug carriers

Macromol Biosci. 2013 Nov;13(11):1593-600. doi: 10.1002/mabi.201300254. Epub 2013 Aug 21.

Abstract

A photo-cross-linked micelle is synthesized via photodimerization of thymine moieties fabricated from amphiphilic block copolymers (mPEG-b-P(LA-co-MPT). The crosslinking behavior is monitored by UV-Vis spectra and (1) H NMR. Dynamic light scattering (DLS) and transmission electron microscopy (TEM) showed that cross-linked micelles had smaller sizes than their uncross-linked precursors. In vitro studies reveal that cross-linking of the micelle cores results in a slow drug release and faster cellular uptake in comparison with uncross-linked ones in MCF-7 and Hela cells. Moreover, the paclitaxel (PTX)-loaded core-cross-linked micelles exhibit similar anticancer efficacy as free PTX. This work provides a convenient tool for designing a more stable structure in the blood circulation to realize a controlled drug delivery.

Keywords: amphiphilic copolymers; degradable; drug delivery; photo-cross-linking; thymine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Delayed-Action Preparations / chemical synthesis*
  • Delayed-Action Preparations / radiation effects
  • Doxorubicin / chemistry*
  • Doxorubicin / pharmacology
  • Drug Carriers / chemical synthesis*
  • Drug Carriers / radiation effects
  • Humans
  • Light
  • Micelles
  • Microscopy, Electron, Transmission
  • Molecular Structure
  • Paclitaxel / chemistry*
  • Paclitaxel / pharmacology
  • Particle Size
  • Photochemical Processes
  • Polyesters / chemical synthesis*
  • Polyesters / radiation effects
  • Polyethylene Glycols / chemical synthesis*
  • Polyethylene Glycols / radiation effects
  • Thymine / analogs & derivatives*
  • Thymine / chemical synthesis
  • Thymine / chemistry*
  • Thymine / radiation effects

Substances

  • Antineoplastic Agents
  • Delayed-Action Preparations
  • Drug Carriers
  • Micelles
  • Polyesters
  • methoxyl poly(ethylene glycol)-b-poly(lactide-co-2-methyl-2-(3-(2,3-dihydroxylpropylthio)propyloxycarbonyl)propylene carbonate 1-(carboxymethyl)thymine)
  • Polyethylene Glycols
  • Doxorubicin
  • Paclitaxel
  • Thymine