Structures of new friedelane-type triterpenes and eudesmane-type sesquiterpene and aldose reductase inhibitors from Salacia chinensis

J Nat Prod. 2003 Sep;66(9):1191-6. doi: 10.1021/np0301543.

Abstract

Three new friedelane-type triterpenes named salasones A (1), B (2), and C (3), a new norfriedelane-type triterpene, salaquinone A (4), and a new acylated eudesmane-type sesquiterpene, salasol A (5), were isolated from the 80% aqueous methanolic extract of the stems of Salacia chinensis collected in Thailand. Their stereostructures were elucidated on the basis of chemical and physicochemical evidence. In addition, six constituents, 3beta,22beta-dihydroxyolean-12-en-29-oic acid, tingenone, tingenine B, regeol A, triptocalline A, and mangiferin, were found to show an inhibitory effect on rat lens aldose reductase.

MeSH terms

  • Aldehyde Reductase / antagonists & inhibitors*
  • Animals
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology
  • Hydrolysis
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Rats
  • Sesquiterpenes, Eudesmane / chemistry
  • Sesquiterpenes, Eudesmane / isolation & purification*
  • Sesquiterpenes, Eudesmane / pharmacology
  • Stereoisomerism
  • Thailand
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • Enzyme Inhibitors
  • Sesquiterpenes, Eudesmane
  • Triterpenes
  • friedelane
  • Aldehyde Reductase