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Synthesis and biological evaluation of new benzo[ f ]furo[2,3‐ h ]‐and benzo[ f ]pyrano[2,3‐ h ]coumarin derivatives.
Author(s) -
Tsoukka Maria,
Litinas Konstantinos E.,
Nicolaides Demetrios N.,
HadjipavlouLitina Dimitra J.
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440304
Subject(s) - chemistry , furocoumarins , phosphorane , coumarin , toluene , radical , microwave irradiation , antioxidant , medicinal chemistry , furocoumarin , organic chemistry , stereochemistry , nuclear chemistry , photochemistry , biochemistry , catalysis , dna
Furocoumarins 3,5 and pyranocoumarin 7 were synthesized from the reaction of furonaphthalenediones 2,4 and pyranonaphthalenedione 6 respectively with carbethoxymethylene(triphenyl)phosphorane in refluxing DCM for 3‐6 hours or under microwave irradiation in toluene for a few minutes. Compounds 3,5,7 and their precursors were tested as anti‐inflammatory/antioxidant agents. They were found to compete significantly high DMSO for OH radicals, to scavenge O 2 − and to inhibit lipoxygenase to a high extent.