Exploring the Interaction of 3-Hydroxy-4-pyridinone Chelators with Liposome Membrane Models: Insights from DSC and EPR Analysis.

Publisher: MDPI Country of Publication: Switzerland NLM ID: 100964009 Publication Model: Electronic Cited Medium: Internet ISSN: 1420-3049 (Electronic) Linking ISSN: 14203049 NLM ISO Abbreviation: Molecules Subsets: MEDLINE

Original Publication: Basel, Switzerland : MDPI, c1995-

Liposomes*/chemistry ; Pyridones*/chemistry ; Chelating Agents*/chemistry ; Dimyristoylphosphatidylcholine*/chemistry ; Calorimetry, Differential Scanning*; Electron Spin Resonance Spectroscopy ; Phosphatidylcholines/chemistry ; Lipid Bilayers/chemistry ; Membrane Fluidity ; Molecular Structure

In this study, we synthesized a series of 3-hydroxy-4-pyridinone (3,4-HPO) chelators with varying lipophilicity by modifying the length of their alkyl chains. To investigate their interaction with lipid membranes, we employed differential scanning calorimetry (DSC) and electron paramagnetic resonance (EPR) spectroscopy using dimyristoylphosphatidylcholine (DMPC) and palmitoyloleoylphosphatidylcholine (POPC) liposomes as membrane model systems. DSC experiments on DMPC liposomes revealed that hexyl-substituted chelators significantly altered the thermotropic phase behavior of the lipid bilayer, indicating their potential as membrane property modulators. EPR studies on DMPC and POPC liposomes provided detailed insights into the depth-dependent effects of chelators on membrane fluidity. Our findings highlight the crucial role of alkyl chain length in determining the interaction of 3,4-HPO chelators with lipid membranes and offer valuable insights for the design of lipid-interacting therapeutic agents based on this scaffold.

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Keywords: 3-Hydroxy-4-pyridinone; differential scanning calo-hydroxy-4-pyridinone derivatives rimetry (DSC); electron paramagnetic resonance (EPR); liposome; membrane interaction

0 (Liposomes)
0 (Pyridones)
0 (Chelating Agents)
U86ZGC74V5 (Dimyristoylphosphatidylcholine)
1121-23-9 (3-hydroxy-4-pyridone)
0 (Phosphatidylcholines)
0 (Lipid Bilayers)
TE895536Y5 (1-palmitoyl-2-oleoylphosphatidylcholine)

Date Created: 20250108 Date Completed: 20250108 Latest Revision: 20250108

20250110

PMC11676919

10.3390/molecules29245905

39769994