PMID: 9443599Jan 27, 1998Paper

Permeability of lipid bilayer to anthracycline derivatives. Role of the bilayer composition and of the temperature

Biochimica Et Biophysica Acta
F Frézard, A Garnier-Suillerot

Abstract

The uptake of three anthracycline derivatives: doxorubicin, daunorubicin and pirarubicin, into large unilamellar vesicles (LUV) in response to a driving force provided by DNA encapsulated inside the LUV has been investigated as a function of the temperature and of the bilayers lipid composition. The kinetics of the decay of the anthracycline fluorescence in the presence of DNA-containing liposome was used to follow the diffusion of the drug through the membrane. For the three drugs, the permeability coefficient of the neutral form of the drug (P0) decreases as the amount of negatively charged phospholipid in the bilayers increases. This can be explained by the fact that the kinetics of passive diffusion of the drugs depends on the amount of neutral form embedded in the polar head group region, which decreases as the quantity of negatively charged phospholipids increases. P0 also decreases as the amount of cholesterol, that makes the bilayer more rigid, increases. The activation energies, Ea, for the passage of the neutral form of these anthracyclines through the bilayers lie within 100 +/- 15 kJ x ml-1, except for pirarubicin and doxorubicin through anionic phospholipid-rich membranes (Ea = 57 kJ x mol-1) and cholesterol-rich m...Continue Reading

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Citations

May 16, 2000·Chemistry and Physics of Lipids·M Langner, K Kubica
Dec 23, 2011·The Journal of Pharmacology and Experimental Therapeutics·Karelle MénochetAleksandra Galetin
Apr 6, 2001·European Journal of Cancer : Official Journal for European Organization for Research and Treatment of Cancer (EORTC) [and] European Association for Cancer Research (EACR)·H SchuldesB G Woodcock
May 27, 2014·Journal of Controlled Release : Official Journal of the Controlled Release Society·Claudie Bourgaux, Patrick Couvreur
Dec 15, 2015·Materials Science & Engineering. C, Materials for Biological Applications·Yu PrylutskyyP Scharff
Mar 5, 2016·The Journal of Physical Chemistry. B·Lei ZhangP Chen
Dec 2, 2004·Journal of Molecular Biology·Joseph RosenbluhAbraham Loyter
Jun 11, 2015·Future Medicinal Chemistry·Ricardo J FerreiraMaria-José U Ferreira
Dec 17, 2009·Biochimica Et Biophysica Acta·Pierluigi NerviAnna Seelig
Feb 26, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Stephanie J MattinglyMichael H Nantz
Sep 3, 2002·Chemistry & Biology·Angela D RaginJean Chmielewski
Jun 9, 2016·Biophysical Journal·Christopher J BarileAndrew A Gewirth
Oct 31, 2007·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·P J H WebbornR J Riley
Sep 24, 2008·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Agnès PoirierChristoph Funk
May 1, 2021·International Journal of Molecular Sciences·Anne-Margarethe EngeStefanie Hessel-Pras
May 16, 2019·Chemical Reviews·Patrick G DoughertyDehua Pei

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