A characterization study of resveratrol/sulfobutyl ether-β-cyclodextrin inclusion complex and in vitro anticancer activity

Colloids Surf B Biointerfaces. 2014 Mar 1:115:22-8. doi: 10.1016/j.colsurfb.2013.11.025. Epub 2013 Nov 21.

Abstract

A resveratrol/sulfobutylether-β-cyclodextrin inclusion complex was prepared using the freeze-drying method and characterized in solution through UV-vis spectroscopy, solubility phase studies and Job's plot methods. At the solid state it was characterized using the FTIR-ATR technique. Sulfobutylether-β-cyclodextrin has a high affinity for the drug, and forms an inclusion complex with a 1:1 molar ratio both in solution and as a solid sample. It also has a high stability constant (Kc, 10,114 M(-1)). Complexation strongly increases the water solubility of resveratrol (from 0.03 mg/ml to 1.1 mg/ml, at 25 °C) and positively influences its in vitro anticancer activity which was observed on a human breast cancer cell line (MCF-7). In solid phase, FTIR-ATR revealed itself as being a useful technique in elucidating the complexation mechanism, which it did by emphasizing the functional groups involved in the activation of non-covalent "host-guest" interactions.

Keywords: Anticancer activity; FTIR-ATR; Job's plot; Resveratrol; Sulfobutylether-β-cyclodextrin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Death / drug effects
  • Humans
  • MCF-7 Cells
  • Resveratrol
  • Solubility
  • Solutions
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared
  • Stilbenes / chemistry
  • Stilbenes / pharmacology*
  • beta-Cyclodextrins / pharmacology*

Substances

  • Antineoplastic Agents
  • Solutions
  • Stilbenes
  • beta-Cyclodextrins
  • SBE4-beta-cyclodextrin
  • Resveratrol