The Synthesis Of Coumarin Derivatives And Activity Detection

Coumarins, as a class of important heterocyclic compounds, have been widely used in medicines, pesticides, foodstuff , dyes and photochemistry, due to the large range of biological activities such as antimicrobial, antiphlogosis and anticancer, as well as their optical activities.The coumarin derivatives were synthesized by Williamson etherification, Claisen rearrangement and fluorination successively from 7-hydroxycoumarin. Effects of etherification reagents, material molar ratios, reaction time, the kind and amount of catalyst and solvents were investigated, and the optimum conditions were obtained.Many factors which affect the etherification and Claisen rearrangement reactions, such as raw material molar ratio, reaction temperature, catalyst and reaction time have been studied. Optimum conditions of synthesis of 7-allyloxy coumarin were obtained as follows: 7-hydroxy coumarin to allyl bromide to potassium carbonate is 1 : 1.5 : 1.5, reacting 17 h. The yield was 95.6%. Optimum conditions of synthesis of 8-allyl-7-hydroxy coumarin were as follows: The concertration of reactant is 0.07 g/mL,reacting 3h at 190℃. By recrystalization, The yield was 55 %.The inhibitory effect of 8-allyI-7-hydroxy coumarin had been examined. The results showed that it had the batter active to Phytophthora capsici than Osthol., so it can be used as a substitute for Osthol Which was difficult to synthesis by chemical method.