A unique highly oxygenated pyrano[4,3-c][2]benzopyran-1 6-dione derivative with antioxidant and cytotoxic activities from the fungus Phellinus igniarius

A unique pyrano[4,3-c][2]benzopyran-1,6-dione derivative with an unprecedented carbon skeleton, phelligriclin G (1), has been isolated from the fruiting body of the fungus Phellinus igniarius. Its structure was elucidated by detailed spectroscopic analysis. A possible biogenetic origin of 1 mediated...

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Bibliographic Details
Published inOrganic letters Vol. 7; no. 9; pp. 1675 - 1678
Main Authors Wang, Y, Mo, SY, Wang, SJ, Li, S, Yang, YC, Shi, JG
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 28.04.2005
Subjects
Animals
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Antioxidants - chemistry
Antioxidants - isolation & purification
Antioxidants - pharmacology
Benzopyrans - chemistry
Benzopyrans - isolation & purification
Benzopyrans - pharmacology
Chemistry
Chemistry, Organic
Drug Screening Assays, Antitumor
Humans
Inhibitory Concentration 50
Lipid Peroxidation - drug effects
Liver - drug effects
Liver - metabolism
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Physical Sciences
Polyporaceae - chemistry
Rats
Science & Technology
SESQUITERPENES
TREMULAE
MUSHROOM
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Summary:A unique pyrano[4,3-c][2]benzopyran-1,6-dione derivative with an unprecedented carbon skeleton, phelligriclin G (1), has been isolated from the fruiting body of the fungus Phellinus igniarius. Its structure was elucidated by detailed spectroscopic analysis. A possible biogenetic origin of 1 mediated by the fungal metabolite precursor 4-hydroxy-6-methyl-2-pyrone was postulated. Phelligridin G (1) showed antioxidant activity inhibiting rat liver microsomal lipid peroxidation and moderate selective cytotoxic activities against human cancer cell lines.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0475764