Limonoids and Triterpenoids as 11β-HSD1 Inhibitors from Walsura robusta

J Nat Prod. 2016 Apr 22;79(4):899-906. doi: 10.1021/acs.jnatprod.5b00952. Epub 2016 Mar 3.

Abstract

Nine new cedrelone-type limonoid derivatives, walsunoids A-I (1-9), and 11 known compounds were isolated from the leaves of Walsura robusta. Walsunoid A (1) is a new degradation product of cedrelone-type limonoids, and walsunoid I (9) is a rare cedrelone-type limonoid amide. Their structures and absolute configurations were determined by spectroscopic data, single-crystal X-ray diffraction, and ECD data analyses. Five compounds showed moderate inhibitory activities against human and/or mouse 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) with IC50 values ranging from 0.69 to 9.9 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 11-beta-Hydroxysteroid Dehydrogenase Type 1 / antagonists & inhibitors*
  • Animals
  • Crystallography, X-Ray
  • Humans
  • Limonins / chemistry
  • Limonins / isolation & purification*
  • Limonins / pharmacology*
  • Meliaceae / chemistry*
  • Mice
  • Molecular Conformation
  • Molecular Structure
  • Plant Leaves / chemistry
  • Structure-Activity Relationship
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*

Substances

  • Limonins
  • Triterpenes
  • cedrelone
  • walsunoid A
  • 11-beta-Hydroxysteroid Dehydrogenase Type 1