On the use of ion-pair chromatography to elucidate doxorubicin release mechanism from polyalkylcyanoacrylate nanoparticles at the cellular level

The major hypothesis underlying the remarkable efficiency of polyalkylcyanoacrylate particles loaded with doxorubicin against multidrug resistant tumor cells in vitro, is based on the ion-pair association of doxorubicin with soluble hydrolysis products of polyalkylcyanoacrylate. In an attempt to dem...

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Bibliographic Details
Published in:Journal of chromatography. B, Biomedical sciences and applications Biomedical sciences and applications, 1997-11, Vol.702 (1), p.181-191
Main Authors: Pepin, Xavier, Attali, Loı̈c, Domrault, Catherine, Gallet, Sacha, Metreau, Jean M., Reault, Yannick, Cardot, Philippe J.P., Imalalen, Mohamed, Dubernet, Catherine, Soma, Emilienne, Couvreur, Patrick
Format: Article
Language:English
Subjects:
Antibiotics, Antineoplastic - chemistry
Antineoplastic agents
Biological and medical sciences
Buffers
Carboxylic Acids - chemistry
Chromatography, High Pressure Liquid - methods
Cyanoacrylates - chemistry
Doxorubicin
Doxorubicin - chemistry
Enbucrilate
General aspects
Hydrogen-Ion Concentration
Medical sciences
Microspheres
Pharmacology. Drug treatments
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Summary:The major hypothesis underlying the remarkable efficiency of polyalkylcyanoacrylate particles loaded with doxorubicin against multidrug resistant tumor cells in vitro, is based on the ion-pair association of doxorubicin with soluble hydrolysis products of polyalkylcyanoacrylate. In an attempt to demonstrate the validity of this hypothesis, we have used ion-pair reversed-phase high-performance liquid chromatography and a laboratory-synthetized compound, i.e., the 2-cyano-2-butylhexanoic acid, as a model for polyalkylcyanoacrylate highly polydispersed degradation products. It is shown that, compared to a counter-ion, like heptane sulfonic acid, 2-cyano-2-butylhexanoic acid exhibits an effective ion-pairing effect at different pH values and organic mobile phase conditions. Moreover, at pH close to physiological conditions and at low mobile phase organic modifier percentage, this effect is experimentally observed, which strongly supports the initial hypothesis.
ISSN:0378-4347
1387-2273
DOI:10.1016/S0378-4347(97)00362-9