Synthesis of temperature/pH dual-sensitive supramolecular micelles from β-cyclodextrin-poly(N-isopropylacrylamide) star polymer for drug delivery

Colloids Surf B Biointerfaces. 2018 Dec 1:172:136-142. doi: 10.1016/j.colsurfb.2018.08.031. Epub 2018 Aug 18.

Abstract

In this paper, temperature and pH dual-sensitive supramolecular micelles were constructed from star polymer β-cyclodextrin-poly(N-isopropylacrylamide) (β-CD-PNIPAM) and benzimidazole terminated poly(ε-caprolactone) (BM-PCL). The supramolecular micelles were formed based on the reversible host-guest recognition between β-CD and BM. The size of supramolecular micelles was about 50-100 nm and the LCST was about 30.5 ℃. The drug loading efficiency of supramolecular micelles for DOX was high due to the hydrophobic micelles core of PCL and hydrophobic cavity of β-CD. The release of drugs from supramolecular micelles was suppressed at neutral solution and room temperature but accelerated at acidic solution and 37 ℃. The drug loaded supramolecular micelles exhibited higher anti-cancer activity than free drugs. These temperature and pH dual-sensitive supramolecular micelles might possess potential applications for anticancer drug delivery.

Keywords: Controlled release; Host-guest recognition; Poly(N-isopropylacrylamide); Star polymers; β-Cyclodextrin.

MeSH terms

  • Acrylic Resins / chemical synthesis*
  • Acrylic Resins / chemistry*
  • Benzimidazoles / chemistry
  • Cell Death / drug effects
  • Doxorubicin / pharmacology
  • Drug Delivery Systems*
  • HeLa Cells
  • Humans
  • Hydrodynamics
  • Hydrogen-Ion Concentration
  • Micelles*
  • Particle Size
  • Polyesters / chemistry
  • Proton Magnetic Resonance Spectroscopy
  • Spectroscopy, Fourier Transform Infrared
  • Static Electricity
  • Temperature*
  • beta-Cyclodextrins / chemical synthesis*
  • beta-Cyclodextrins / chemistry*

Substances

  • Acrylic Resins
  • Benzimidazoles
  • Micelles
  • Polyesters
  • beta-Cyclodextrins
  • polycaprolactone
  • poly-N-isopropylacrylamide
  • Doxorubicin
  • benzimidazole
  • betadex