Studies on 4-Hydroxycoumarins. II. The Condensation of Aldehydes with 4-Hydroxycoumarins¹

Reaction of 4-Hydroxycoumarin with Salicylaldehyde: Products Formed Under Various Conditions and their Antiproliferative Activity

“…As already reported in the literature 11 and contradicting the results reported in biscoumarin synthesis earlier 4,8 , the reaction does not lead to the corresponding biscoumarin i.e. 3,3'-(2-hydroxybenzylidene)-bis(4-hydroxy-2H-chromen-2-one) (3a) is not formed at all.…”

“…In the recent years, many methods have been developed for their synthesis using a wide variety of catalysts [1][2][3][4][5][6][7][8][9][10] . The reaction of 4-hydroxycoumarin with salicylaldehyde does not yield the corresponding biscoumarin 11 . Instead a mixture of two compounds is obtained viz.…”

Chemical Modification of Coumarin Dimer and HIV-1 Integrase Inhibitory Activity.

“…Benzoic Acid 4-Formylphenyl Ester (5a): Rf 0.46 (n-hexane/EtOAcϭ1/1 Hydroxycoumarin (2, 4a-f, 6a-e). 17,18) 2 , 25 mM NaCl, 1 mM DTT]. Products were separated on a 18% acrylamide/urea denaturing gel and quantified on a phosphoimager using ImageQuant software (AmershamPharmaciaBiotech).…”

Synthesis, Toxicological, and Pharmacological Assessment of Some Oximes and Aldehyde Condensation Products of 4-Hydroxycoumarin

“…4-Hydroxy-3-[1-(4-chlorophenyl)-3-oxobutyl]-2H-1-benzopyran-2-one, oxime 3 showed anticoagulant effect similar to Warfarin and Coumachlor, but its acute toxicity was higher than that of the reference drugs. Table 1 Warfarin and Warfarin Derivatives p-Nitrobenzaldehyde was added to 4-hydroxycoumarin in glacial acetic acid in a molar ratio of 1:2 [17] . During boiling a crystalline substance separated out.…”