Quercinol, an Antiinflammatory Chromene from the Wood‐Rotting Fungus Daedalea quercina (Oak Mazegill).

Abstract

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Synthesis of Chalcogenylchromenes through Cyclization of Propargylic Aryl Ethers

“…13 C{ 1 H} NMR (CDCl 3 , 100 MHz): δ 154. 6,152.1,132.0,128.8,128.4,122.5,116.4,114.8,87.2,84.4,57.7,55.8. MS (rel.…”

“…Chromenes and their derivatives represent an important structural unit found in several natural products 1 and compounds with important biological activities, 2 such as anticancer, 3 antidiabetic, 4 cardiovascular, 5 and anti-inflammatory activity. 6 Due to the growing importance and utility of the chromenes, different methodologies have been reported for their preparation. 7 The electrophilic cyclization reaction of propargylic aryl ethers has been highly effective for synthesizing 3,4-disubstituted 2H-chromenes as reported by Larock and co-workers 8 in the reaction with electrophiles I 2 , ICl, and PhSeBr using nitromethane or dichloromethane as solvent (Scheme 1a).…”

Partial Characterization of Glycans from Daedalea quercina (L) Fr.

“…D. quercina have been reported to contain exopolysaccharides of α-linked mannan and αand β-linked glucan from mycelia culture (Manzoni and Rollini, 2001). It also contains ergosterol (ergosta-7, 22-dien-3β-ol), ergosterol peroxide and 3α-carboxyacetoxyquercinic acid (Turner et al, 1983;Adam et al, 1967), 16-O-acetylpolyporenic acid C, 16αacetoxy-24-methylene-3-oxolanost-8-en-21-oic acid, (+)-24-methylene-3,23-dioxolanost-8-en-26-oic acid, (+)-3b,12b-dihydroxy-24-methyl-23-oxolanost-8-en-26-oic acid and 12b,23epoxy-3a,23-dihydroxy-24-methyllanost-8-en-26-oic acid (Konig et al, 2000), and quercinol, the latter being found to have antiinflammatory activity (Gebhardt et al, 2007).…”