Abstract
The molecular details of the clinical side effects of nonsteroidal anti-inflammatory drugs are poorly understood. In order to better understand the molecular basis of these effects, the interactions of Ibuprofen, Naproxen and Diclofenac with dimyristoylphosphatidylethanolamine (DMPE) phospholipid bilayers as model for a cell membrane were performed. By applying FTIR, data for the headgroup vibrations give no indication for an essential contribution of this molecular part, in particular the phosphate bands, in the interaction with the NSAID. In contrast, the evaluation of lipid vibrational bands of DMPE indicates a considerable fluidization of its hydrocarbon chains, being strongest for Diclofenac. Summarizimg the data also from ITC and DSC experiments, it can be stated that the interaction is essentially entropy driven.
Keywords: Nonsteroidal anti-inflammatory drugs, COX-inhibitors, DMPE, Ibuprofen, Diclofenac, Naproxen
Letters in Drug Design & Discovery
Title: Physicochemical Interaction Study of Non-Steroidal Anti-Inflammatory Drugs with Dimyristoylphosphatidylethanolamine Liposomes
Volume: 7 Issue: 1
Author(s): Marcela Manrique-Moreno, Jorg Howe, Mario Suwalsky, Patrick Garidel and Klaus Brandenburg
Affiliation:
Keywords: Nonsteroidal anti-inflammatory drugs, COX-inhibitors, DMPE, Ibuprofen, Diclofenac, Naproxen
Abstract: The molecular details of the clinical side effects of nonsteroidal anti-inflammatory drugs are poorly understood. In order to better understand the molecular basis of these effects, the interactions of Ibuprofen, Naproxen and Diclofenac with dimyristoylphosphatidylethanolamine (DMPE) phospholipid bilayers as model for a cell membrane were performed. By applying FTIR, data for the headgroup vibrations give no indication for an essential contribution of this molecular part, in particular the phosphate bands, in the interaction with the NSAID. In contrast, the evaluation of lipid vibrational bands of DMPE indicates a considerable fluidization of its hydrocarbon chains, being strongest for Diclofenac. Summarizimg the data also from ITC and DSC experiments, it can be stated that the interaction is essentially entropy driven.
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Manrique-Moreno Marcela, Howe Jorg, Suwalsky Mario, Garidel Patrick and Brandenburg Klaus, Physicochemical Interaction Study of Non-Steroidal Anti-Inflammatory Drugs with Dimyristoylphosphatidylethanolamine Liposomes, Letters in Drug Design & Discovery 2010; 7 (1) . https://dx.doi.org/10.2174/157018010789869280
DOI https://dx.doi.org/10.2174/157018010789869280 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
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