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Synthesis and biological investigations of new thiazolidinone and oxadiazoline coumarin derivatives
Authors:Omaima?Mohamed?Abd?Elhafez  author-information"  >  author-information__contact u-icon-before"  >  mailto:mohamed_serry@hotmail.com"   title="  mohamed_serry@hotmail.com"   itemprop="  email"   data-track="  click"   data-track-action="  Email author"   data-track-label="  "  >Email author,Ezz?El?Din?Ahmed?Mohamed?El?Khrisy,Farid?Badria,Alaa?El?Din?Mohamed?Fathy
Affiliation:Chemistry of Natural and Microbial Products Department, National Research Centre, Dokki, Cairo. mohamed_serry@hotmail.com
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-delta2-1,3,4-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
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