Spectroscopic studies of anthracyclines: Structural characterization and in vitro tracking

Spectrochim Acta A Mol Biomol Spectrosc. 2016 Dec 5:169:152-60. doi: 10.1016/j.saa.2016.06.035. Epub 2016 Jun 24.

Abstract

A broad spectroscopic characterization, using ultraviolet-visible (UV-vis) and Fourier transform infrared absorption as well as Raman scattering, of two commonly used anthracyclines antibiotics (DOX) daunorubicin (DNR), their epimers (EDOX, EDNR) and ten selected analogs is presented. The paper serves as a comprehensive spectral library of UV-vis, IR and Raman spectra of anthracyclines in the solid state and in solution. The particular advantage of Raman spectroscopy for the measurement and analysis of individual antibiotics is demonstrated. Raman spectroscopy can be used to monitor the in vitro uptake and distribution of the drug in cells, using both 488nm and 785nm as source wavelengths, with submicrometer spatial resolution, although the cellular accumulation of the drug is different in each case. The high information content of Raman spectra allows studies of the drug-cell interactions, and so the method seems very suitable for monitoring drug uptake and mechanisms of interaction with cellular compartments at the subcellular level.

Keywords: Anthracyclines; Doxorubicin in vitro; Drug-cell interactions; FT-IR spectroscopy; Raman spectroscopy; UV–Vis spectroscopy.

MeSH terms

  • Antibiotics, Antineoplastic / chemistry*
  • Antibiotics, Antineoplastic / pharmacokinetics
  • Cell Line, Tumor
  • Daunorubicin / analogs & derivatives*
  • Daunorubicin / chemistry
  • Daunorubicin / pharmacokinetics
  • Doxorubicin / analogs & derivatives*
  • Doxorubicin / chemistry
  • Doxorubicin / pharmacokinetics
  • Humans
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman

Substances

  • Antibiotics, Antineoplastic
  • Doxorubicin
  • Daunorubicin