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Synthesis and Biological Investigations of New Thiazolidinone and Oxadiazoline Coumarin Derivatives  

Abd Elhafez, Omaima Mohamed (Chemistry of Natural and Microbial Products Department, National Research Centre)
El Khrisy, Ezz El Din Ahmed Mohamed (Chemistry of Natural and Microbial Products Department, National Research Centre)
Badria, Farid (Pharmacognosy Department, Faculty of Pharmacy, Mansoura University)
Fathy, Alaa El Din Mohamed (Chemistry of Natural and Microbial Products Department, National Research Centre)
Publication Information
Archives of Pharmacal Research / v.26, no.9, 2003 , pp. 686-696 More about this Journal
Abstract
Ethyl (coumarin-4-oxy)acetate 1 was prepared through the reaction of 4-hydroxycoumarin with ethyl bromoacetate. Compound 1 was allowed to react with hydrazine hydrate to produce coumarin-4-oxyacetic hydrazide 2. The synthesis of N-(arylidene and alkylidene)-coumarin-4-oxyacetic hydrazones 3-20 was performed. The preparation of 2-substituted-3-[(coumarin-4-oxy) acetamido]thiazolidinones 21-26 and 2-[(coumarin-4-oxy )methyl]-4-acetyl-5-substituted-$\Delta^2$-1,3,4-oxadiazolines 27-33 was performed by the reaction of the hydrazones 3, 4, 7, 9, 12, 14 with mercaptoacetic acid and the hydrazones 3, 4, 5, 7, 12, 15, 16 with acetic anhydride, respectively. The antiviral activities, cytotoxicities and structure-activity relationship (SAR) towards different microorganisms of the prepared compounds were studied.
Keywords
4-Hydroxycoumarin; Ethyl (coumarin-4-oxy)-acetate; Coumarin-4-oxyacetic hydrazide; Hydrazones; Thiazolidinones; Oxadiazolines; Antiviral; Cytotoxicity; Structure-activity relationship;
Citations & Related Records

Times Cited By Web Of Science : 9  (Related Records In Web of Science)
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