Four new compounds from the basidiomycete Craterellus odoratus

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.

Keywords:

• Craterellus odoratus
• craterellin D
• 5-hydroxymethyl-2-hydroxy-4-methoxy-phenylethanone
• 5-carboxyl-2-[2-(1,2-dihydroxyisopropyl)]-benzofuran
• 6α-hydroxy-3-methoxy-4α-methyl-2-cyclohexen-1-one

Acknowledgments

This work was financially supported by National Basic Research Program of China (973 Program, 2009CB522300) and the National Natural Science Foundation of China (Nos 30830113 and U1132607).