Spectroscopic investigations of the charge-transfer interaction between the drug reserpine and different acceptors: towards understanding of drug-receptor mechanism

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Nov:115:309-23. doi: 10.1016/j.saa.2013.06.046. Epub 2013 Jun 28.

Abstract

The study of the charge-transfer interaction of the drugs may be useful in understanding the drug-receptor interactions and the mechanism of drug action. Structural and thermal stability of charge-transfer (CT) complexes formed between the drug reserpine (Res) as a donor and quinol (QL), picric acid (PA), tetracyanoquinodimethane (TCNQ) or dichlorodicyanobenzoquinone (DDQ) as acceptors were reported. Elemental analysis, electronic absorption, spectrophotometric titration, IR, Raman, (1)H NMR and X-ray powder diffraction (XRD) were used to characterize the new products. The thermal stability of the synthesized CT complexes was investigated using thermogravimetric (TG) analyses, and the morphology and particle size of these complexes were obtained from scanning electron microscopy (SEM). The stoichiometry of the complexes (donor:acceptor molar ratio) was determined to be 1:1 for all complexes. Accordingly the formed CT complexes could be formulated as [(Res)(QL)], [(Res)(PA)], [(Res)(TCNQ)] and [(Res)(DDQ)]. It was found that the obtained CT complexes are nanoscale, semi-crystalline particles, thermally stable and formed through spontaneous reaction. The results obtained herein are satisfactory for estimation of drug Res in the pharmaceutical form.

Keywords: Charge-transfer complexes; Reserpine; SEM; Thermal analysis; XRD.

MeSH terms

  • Absorption
  • Benzoquinones / chemistry*
  • Electrons*
  • Hydroquinones / chemistry*
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Methanol / chemistry
  • Microscopy, Electron, Scanning
  • Nitriles / chemistry*
  • Picrates / chemistry*
  • Powders
  • Reserpine / chemistry*
  • Solvents
  • Spectrometry, X-Ray Emission
  • Spectrophotometry, Infrared
  • Spectrum Analysis, Raman
  • Thermogravimetry
  • Titrimetry
  • X-Ray Diffraction

Substances

  • Benzoquinones
  • Hydroquinones
  • Nitriles
  • Picrates
  • Powders
  • Solvents
  • tetracyanoquinodimethane
  • dichlorodicyanobenzoquinone
  • Reserpine
  • picric acid
  • Methanol