Evaluation of the interaction of coumarins with biomembrane models studied by differential scanning calorimetry and Langmuir-Blodgett techniques

J Nat Prod. 2011 Apr 25;74(4):790-5. doi: 10.1021/np100850u. Epub 2011 Mar 18.

Abstract

Three coumarins, scopoletin (1), esculetin (2), and esculin (3), were investigated by differential scanning calorimetry and Langmuir-Blodgett techniques to gain information about the interaction of these compounds with cellular membranes. Phospholipids assembled as multilamellar vesicles or monolayers (at the air-water interface) were used as biomembrane models. Differential scanning calorimetry was employed to study the interaction of these coumarins with multilamellar vesicles and to evaluate their absorption by multilamellar vesicles. These experiments indicated that 1-3 interact in this manner to different extents. The Langmuir-Blodgett technique was used to study the effect of these coumarins on the organization of phospholipids assembled as a monolayer. The data obtained were in agreement with those obtained in the calorimetric experiments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calorimetry, Differential Scanning
  • Coumarins / chemistry*
  • Coumarins / metabolism
  • Esculin / chemistry
  • Esculin / metabolism
  • Glycosides / chemistry
  • Glycosides / metabolism
  • Models, Biological*
  • Molecular Structure
  • Phospholipids / chemistry*
  • Pregnenolone / analogs & derivatives
  • Pregnenolone / chemistry
  • Pregnenolone / metabolism
  • Scopoletin / chemistry
  • Scopoletin / metabolism

Substances

  • Coumarins
  • Glycosides
  • Phospholipids
  • esculentin steroid
  • Esculin
  • Pregnenolone
  • Scopoletin