The interaction of new oxicam derivatives with lipid bilayers as measured by calorimetry and fluorescence spectroscopy

Jadwiga Maniewska; Justyna Gąsiorowska; Berenika Marta Szczęśniak-Sięga; Krystyna Michalak

doi:10.18388/abp.2018_2604

Jadwiga Maniewska Department of Chemistry of Drugs, Wroclaw Medical University, Borowska 211, 50-556 Wrocław, Poland;
Justyna Gąsiorowska Department of Biophysics, Wroclaw Medical University, Chałubińskiego 10, 50-368 Wrocław, Poland;
Berenika Marta Szczęśniak-Sięga Department of Chemistry of Drugs, Wroclaw Medical University, Borowska 211, 50-556 Wrocław, Poland
Krystyna Michalak Department of Biophysics, Wroclaw Medical University, Chałubińskiego 10, 50-368 Wrocław, Poland;

DOI: https://doi.org/10.18388/abp.2018_2604

Keywords: oxicam derivatives, NSAIDs analogues, piroxicam, 1, 2- benzothiazine derivatives synthesis, model lipid bilayers, differential scanning calorimetry (DSC), fluorescence spectroscopy

Abstract

The purpose of the present work was to assess the ability of five new oxicam analogues to interact with the lipid bilayers. To characterize the interaction of newly synthesized NSAIDs (non-steroidal anti-inflammatory drugs) analogues with DPPC lipid bilayers the two following techniques were applied – differential scanning calorimetry (DSC) and fluorescence spectroscopy. The results obtained by these experimental approaches show that new oxicams analogues interact with the lipid model membranes under consideration. As demonstrated both in calorimetric and spectroscopic studies, the greatest influence on the thermotropic properties of the lipid membrane and on the quenching of fluorescence of Laurdan and Prodan was exerted by a derivative named PR47 containing in its structure a two–carbon aliphatic linker with a carbonyl group, as well as bromine and trifluoromethyl substituents.

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