Four new compounds from the basidiomycete Craterellus odoratus

J Asian Nat Prod Res. 2012;14(10):950-5. doi: 10.1080/10286020.2012.729508.

Abstract

Four new compounds, craterellin D (1), 5-hydroxymethyl-2-hydroxy-4-methoxy-phenylethanone (2), 5-carboxyl-2-[2-(1,2-dihydroxyisopropyl)]-benzofuran (3), and 6α-hydroxy-3-methoxy-4α-methyl-2-cyclohexen-1-one (4), were isolated from cultures of the basidiomycete Craterellus odoratus, together with three known compounds craterellins A-C (5-7). Structures of 1-4 were elucidated on the basis of extensive spectroscopic analysis. Selected compounds were evaluated for their inhibitory activities against one isozyme of 11β-hydroxysteroid dehydrogenase (11β-HSD1) and cytotoxic activities on five tumor cell lines. Compound 2 was found to exhibit inhibitory activity against human 11β-HSD1 with an IC₅₀ value of 16.4 μg/ml.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 11-beta-Hydroxysteroid Dehydrogenase Type 1 / antagonists & inhibitors
  • 11-beta-Hydroxysteroid Dehydrogenases / antagonists & inhibitors*
  • 11-beta-Hydroxysteroid Dehydrogenases / metabolism
  • Basidiomycota / chemistry
  • Cyclohexanones
  • Humans
  • Inhibitory Concentration 50
  • Isoenzymes
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology

Substances

  • Cyclohexanones
  • Isoenzymes
  • Sesquiterpenes
  • craterellin A
  • craterellin D
  • 2-cyclohexen-1-one
  • 11-beta-Hydroxysteroid Dehydrogenase Type 1
  • 11-beta-Hydroxysteroid Dehydrogenases