Intracellular distribution and intracellular dynamics of a spin-labeled analogue of doxorubicin fluorescence and EPR spectroscopy

Journal of Pharmaceutical Sciences
N Rapoport, L Pitina

Abstract

Fluorescence spectroscopy revealed a dramatic difference between the intracellular distributions of doxorubicin (DOX) and its paramagnetic analogue, ruboxyl (Rb). Modification of the anthracyclin structure by introduction of a paramagnetic label at position 14 in the DOX molecule resulted in reduced DNA binding and enhanced partitioning into phospholipid membranes, as evidenced by the fluorescence-quenching experiments. Higher partitioning into cell membranes resulted in stronger intracellular fluorescence of Rb. In addition, a paramagnetic label on the Rb molecule provided a unique opportunity for an EPR investigation of the drug's intracellular distribution and dynamics. The observed changes in the EPR spectra of drug-containing cells during their life cycle suggested either a progressive release of the intercalated drug, cell membrane fluidization, or both.

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Citations

Jan 9, 2001·Archives of Biochemistry and Biophysics·N RapoportA A Timoshin
Oct 6, 2000·Journal of Controlled Release : Official Journal of the Controlled Release Society·G A HusseiniN Y Rapoport
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Oct 5, 2002·Journal of Controlled Release : Official Journal of the Controlled Release Society·Ghaleb A HusseiniWilliam G Pitt
Oct 26, 2002·Journal of Controlled Release : Official Journal of the Controlled Release Society·Alexandre MarinNatalya Y Rapoport
Aug 23, 2003·Journal of Controlled Release : Official Journal of the Controlled Release Society·Natalya RapoportJared L Nelson
Mar 4, 1999·Journal of Controlled Release : Official Journal of the Controlled Release Society·N Y RapoportL Pitina
Jul 12, 2007·Journal of the National Cancer Institute·Natalya RapoportAnne Kennedy
Dec 3, 2014·Colloids and Surfaces. B, Biointerfaces·Ghaleb A HusseiniAna M Martins
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Feb 11, 2005·Biomaterials·Rongyi LinChi-Hwa Wang
Aug 15, 2006·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Dimitrios MissirlisJeffrey A Hubbell
Aug 11, 2015·Physical Chemistry Chemical Physics : PCCP·D TatlidilY Akdogan
Jul 30, 2016·Physical Chemistry Chemical Physics : PCCP·Y AkdoganG Cakan-Akdogan
Dec 13, 2006·Biopolymers·Antonella AccardoGiancarlo Morelli
Jan 27, 2012·Macromolecular Bioscience·Kirk D Fowers, Jindřich Kopeček

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