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Miltefosine-cholesterol interactions: a monolayer study.

I Rey Gómez-Serranillos1, J Miñones, P Dynarowicz-łatka

  • 1Department of Physical Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, Santiago de Compostela, Spain.

Langmuir : the ACS Journal of Surfaces and Colloids
|March 19, 2005
PubMed
Summary

Cholesterol condenses miltefosine monolayers, with interactions strongest at pH 6 and 2. Complex formation occurs at specific miltefosine molar fractions, influenced by pH and temperature.

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Area of Science:

  • Surface chemistry
  • Biophysics
  • Materials science

Background:

  • Miltefosine (hexadecylphosphocholine) is a key amphipathic molecule.
  • Cholesterol is a vital component of cell membranes.
  • Understanding their interactions in mixed monolayers provides insights into membrane behavior.

Purpose of the Study:

  • To investigate the behavior of mixed miltefosine-cholesterol Langmuir monolayers.
  • To determine the influence of subphase pH and temperature on these mixed films.
  • To elucidate the nature and strength of interactions between miltefosine and cholesterol.

Main Methods:

  • Surface pressure-area (π-A) isotherm measurements.
  • Analysis of compressibility modulus.
  • Systematic variation of subphase pH (2, 6, 10) and temperature (10-30°C).

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Main Results:

  • Cholesterol significantly condenses miltefosine monolayers, with this effect decreasing in the order pH 6 > pH 2 > pH 10.
  • Strongest interactions and stable complex formation (2 miltefosine:1 cholesterol) observed at pH 2 and 6 for miltefosine molar fractions (XM) of 0.6-0.7.
  • At pH 10, maximum stability occurred at XM = 0.5 (1:1 ratio), indicating less efficient condensation and weaker attractive forces due to increased solvation.
  • Increasing temperature led to more expanded monolayers.

Conclusions:

  • Miltefosine-cholesterol interactions are pH-dependent, with optimal complex formation at acidic to neutral pH.
  • Hydrophobic interactions between apolar tails are crucial for stable complex formation.
  • Alkaline pH and higher temperatures weaken these interactions, affecting monolayer stability and condensation.