Inclusion complexation and solubilization of paclitaxel by bridged bis(beta-cyclodextrin)s containing a tetraethylenepentaamino spacer

J Med Chem. 2003 Oct 23;46(22):4634-7. doi: 10.1021/jm034148f.

Abstract

A novel water-soluble paclitaxel complex has been prepared by inclusion complexation with bridged bis(beta-cyclodextrin)s and characterized by means of (1)H NMR, SEM, powder X-ray diffraction patterns, TG-DTA, DSC, FT-IR, and 2D NOESY. The cyclodextrins were able to solubilize paclitaxel to levels as high as 2 mg/mL. Furthermore, the cytotoxicity of the novel complexes was assessed using a K562 leukemia cell line which indicated that drug concentrations of 10 pg/mL elicited an inhibitory effect.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Bridged-Ring Compounds / chemistry*
  • Calorimetry, Differential Scanning
  • Cyclodextrins / chemistry*
  • Magnetic Resonance Spectroscopy
  • Microscopy, Electron, Scanning
  • Models, Molecular
  • Paclitaxel / chemistry*
  • Polyamines / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Thermogravimetry
  • X-Ray Diffraction

Substances

  • Antineoplastic Agents
  • Bridged-Ring Compounds
  • Cyclodextrins
  • Polyamines
  • Paclitaxel