18651-46-2Relevant academic research and scientific papers
Selective inhibition of rat heart cAMP phosphodiesterases by lipophilic C-methyl-2-phenyl-4H-1-benzopyran-4-ones (C-methylflavones)
Gaillard, Pascale,Hauteville, Marcelle,Picq, Madeleine,Duclos, Marie-Christine,Dubois, Madeleine,Prigent, Annie-France
, p. 1571 - 1576 (1996)
A series of eight methoxylated C-methyl-2-phenyl-4H-1-benzopyran-4- ones 3, 6, 10-15 was evaluated as inhibitors of rat heart cytosolic cyclic nucleotide phosphodiesterase (PDE). The 2-(3,4-dimethoxyphenyl)-5,7- dimethoxy-3,8-dimethyl-4H-1-benzopyran-4-one (3) and the 2-(4- methoxyphenyl)-5,7-dimethoxy-3,8-dimethyl-4H-1-benzopyran-4-one (10) have never been previously described. Inhibition was performed on the whole cytosolic preparation and on the four PDE isoforms after HPLC purification. The flavones 3, 6, 10, 13 and 14 were selective and potent inhibitors of the isoforms, namely ROI (rolipram-sensitive) and CGI (cGMP-sensitive) PDEs specifically hydrolyzing cAMP. The di-C-methylflavones 3 and 13 have been shown to be potent inhibitors of these two isoforms, with IC50 values in the micromolar range.
Synthesis of novel 3-alkyl-3′,4′,5,7-tetrahydroxyflavones
Seixas, Raquel S. G. R.,Pinto, Diana C. G. A.,Silva, Artur M. S.,Cavaleiro, Jos A. S.
, p. 718 - 724 (2008/12/22)
Novel 3-alkyl-3′,4′,5,7-tetrahydroxyflavones have been prepared. The synthetic strategy involves the preparation of 1-(2-hydroxy-4,6-dimethoxyphenyl)alkan-1-ones from the FriedelCrafts acylation of phloroglucinol followed by methylation. These key compounds were submitted to the three-step BakerVenkataraman method, giving the 3-alkyl-3′,4′, 5,7-tetramethoxyflavones, which were demethylated with boron tribromide. CSIRO 2008.
