Photo-physical behavior of some antitumor anthracycline in solvent media with different polarity

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Sep 15:130:257-62. doi: 10.1016/j.saa.2014.04.048. Epub 2014 Apr 21.

Abstract

Absorption and emission spectra of three antitumour anthracyclines, with various substituent and stereoisomer groups, were studied in different solvents. The solute's photo-physical behavior strongly depends on solvent-solute interactions and solvent's nature. Solvatochromic method was used to investigate dipole moments of these materials in ground and excited states. Spectral variations were analyzed via means of linear solvation energy relationships concept, proposed by Kamlet and Taft. The results explain the nature of specific and non-specific solvent-solute interactions and functional groups' reorientation of studied anthracyclines in different media.

Keywords: Anthracycline; Dipole moment; Intramolecular hydrogen bonding; Linear solvation energy relationship; Solvent polarity scale; Stereoisomer.

MeSH terms

  • Anthracyclines / chemistry*
  • Antineoplastic Agents / chemistry*
  • Chemistry, Pharmaceutical
  • Coloring Agents
  • Doxorubicin / chemistry
  • Epirubicin / chemistry
  • Hydrogen Bonding
  • Idarubicin / chemistry
  • Molecular Conformation
  • Solvents / chemistry
  • Spectrometry, Fluorescence

Substances

  • Anthracyclines
  • Antineoplastic Agents
  • Coloring Agents
  • Solvents
  • Epirubicin
  • Doxorubicin
  • Idarubicin