Influence of natural and synthetic compounds on cell surface expression of cell adhesion molecules, ICAM-1 and VCAM-1

Planta Med. 2001 Mar;67(2):108-13. doi: 10.1055/s-2001-11514.

Abstract

Various natural and synthetic compounds including alkaloids, terpenoids and phenolics were tested for inhibition of the cell surface expression of intercellular adhesion molecule-1 (ICAM-1) and vascular cell adhesion molecule-1 (VCAM-1), both of which are crucial in the regulation of immune response and inflammation. Of 40 compounds tested, two compounds significantly downregulated the expression of VCAM-1 on murine endothelial cells (F-2) and ten compounds that of ICAM-1 on mouse myeloid leukemia cells (M1). Sanguinarine chloride (5) and isoliquiritigenin (13) were capable of lowering the levels of both ICAM-1 and VCAM-1. The structure-activity relationships study on chalcone and flavone derivatives related to 13 suggested that the inhibitory activity of the chalcone derivatives is attributable to the 4-hydroxy group as well as the possible coplanarity between the phenyl ring and the adjacent conjugated ketone.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Benzophenanthridines
  • Chalcone / analogs & derivatives*
  • Chalcone / isolation & purification
  • Chalcone / pharmacology*
  • Chalcones
  • Intercellular Adhesion Molecule-1 / drug effects*
  • Isoquinolines
  • Mice
  • Mice, Inbred Strains
  • Molecular Structure
  • Phenols / isolation & purification
  • Phenols / pharmacology
  • Plants, Medicinal / chemistry*
  • Structure-Activity Relationship
  • Terpenes / isolation & purification
  • Terpenes / pharmacology
  • Tumor Cells, Cultured / drug effects
  • Vascular Cell Adhesion Molecule-1 / drug effects*

Substances

  • Alkaloids
  • Anti-Inflammatory Agents, Non-Steroidal
  • Benzophenanthridines
  • Chalcones
  • Isoquinolines
  • Phenols
  • Terpenes
  • Vascular Cell Adhesion Molecule-1
  • Intercellular Adhesion Molecule-1
  • Chalcone
  • sanguinarine
  • isoliquiritigenin