Pyronane monoterpenoids from the fruit of Gardenia jasminoides

J Nat Prod. 2008 Jun;71(6):995-9. doi: 10.1021/np800002z. Epub 2008 May 28.

Abstract

Five new pyronane-type monocyclic monoterpenoids, jasminodiol (1), jasminoside H (6), 6'-O-sinapoyljasminoside A (7), 6'-O-sinapoyljasminoside C (8), and jasminoside I (9), together with four known analogues, were isolated from the fruit of Gardenia jasminoides. The structures of the new metabolites were characterized using spectroscopic data, and the absolute configurations of 1, 6, and 7 were established using circular dichroism (CD) analysis. Compound 1 showed tyrosinase inhibitory activity (IC 50 2.2 mM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology
  • Circular Dichroism
  • Dose-Response Relationship, Drug
  • Fruit / chemistry
  • Gardenia / chemistry*
  • Korea
  • Levodopa / pharmacology
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification*
  • Monoterpenes / pharmacology
  • Plants, Medicinal / chemistry*

Substances

  • 6'-O-sinapoyljasminoside A
  • 6'-O-sinapoyljasminoside C
  • Monoterpenes
  • jasminodiol
  • jasminoside H
  • jasminoside I
  • Levodopa
  • Monophenol Monooxygenase