Importance of the backbone conformation of (-)-ternatin in its fat-accumulation inhibitory activity against 3T3-L1 adipocytes

Org Biomol Chem. 2009 Feb 21;7(4):777-84. doi: 10.1039/b818903j. Epub 2009 Jan 7.

Abstract

Key relationships between the intramolecular H-bond-derived backbone conformation and the bioactivity of the novel fat-accumulation inhibitor (-)-ternatin are examined by analyses of the NMR spectroscopic data and CD spectra of designed analogues. The results reveal that the beta-turn structure of (-)-ternatin is responsible for its potent fat-accumulation inhibitory effect against 3T3-L1 murine adipocytes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 3T3-L1 Cells
  • Adipocytes / cytology*
  • Adipocytes / metabolism
  • Animals
  • Dietary Fats / antagonists & inhibitors*
  • Flavonoids / chemistry*
  • Flavonoids / pharmacology
  • Lipid Metabolism / drug effects
  • Magnetic Resonance Spectroscopy
  • Mice
  • Obesity / prevention & control*
  • Structure-Activity Relationship

Substances

  • Dietary Fats
  • Flavonoids
  • ternatin (flavonoid)