Preparation and thermal behavior of liposomal nanoparticles incorporating bioactive labdane epimers

Natassa Pippa, Sophia Hatziantoniou, Elena A. Mourelatou, Juan M. Amaro-Luis, Darly Villalobos-Osorio, Costas Demetzos

Research output: Contribution to journalArticlepeer-review


Lipophilic labdane type epimers 1 (5αH,9αH,13βH,10βMe-labda-8α-17diol) and 2 (5αH,9αH,13βH,10βMe - labda-8α-17diol) were isolated from Oxylobus glanduliferus. Their partitioning into model lipid membranes composed of Dipalmitoylphosphatidylcholine (DPPC) / Dipalmitoylphosphatidylglycerol (DPPG) (9:1 molar ratio) may induce membrane structure modifications. Differential Scanning Calorimetry (DSC) was used for elucidating the thermodynamic profile of the modifications induced in DPPC/DPPG bilayers after incorporating increasing concentrations of 1 or 2 by measuring calorimetric parameters. The epimers 1 and 2 showed thermal effects on the lipid bilayers composed of DPPC/DPPG in a manner depending on the concentration of 1 or 2. The decrease of the lipid bilayer cooperativity and the existence of interdigitated domains in the DPPC/DPPG bilayer were observed, studied and discussed. The different stereochemistry of the C-13 of 1 and 2 affected the structural order of lipid bilayers. The epimers 1 and 2 were incorporated into liposomal Small Unilamellar Vesicles (SUVs) composed of DPPC/DPPG. Their physicochemical stability was monitored over time under storage at 4 °C while the physicochemical stability of liposomes was strongly influenced by the negative charge of the liposomal vesicles.

Original languageEnglish
Pages (from-to)336-341
Number of pages6
JournalAdvanced Science Letters
Issue number1
Publication statusPublished - Sept 2012


  • Differential scanning calorimetry
  • Epimers
  • Interdigitation
  • Labdanes
  • Liposomes


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