Synthesis of Novel 4-Pyridone Annelated-Isatin Derivatives as Potential Antitumor Agents

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dc.contributor.authorAlasad, Randa
dc.date.accessioned2018-01-23T21:44:02Z
dc.date.available2018-01-23T21:44:02Z
dc.date.issued2015-04-21
dc.description.abstractA new 6-ethyl-1,1-dihydroxy-2,9-dioxo-2,3,6,9-tetrahydro-1H-pyrrolo[3,2- f]quinoline-8-carboxylic acid (7) has been synthesized via the interaction of 6- amino-1-ethyl-4-oxoquinoline-3-carboxylic ester with chloral hydrate and hydroxylamine hydrochloride that gave the corresponding isonitroso-acetamido derivative which, upon treatment with concentrated sulfuric acid, was converted regioselectively into 1,2,9-trioxopyrrolo[3,2-f]quinoline-8-carboxylic acid. This novel tricyclic system was reacted with selected substituted oxindoles in acidic medium to deliver the corresponding isoindigo compounds (9a-f). Newpyrrolidine-2-spiro-3-(2-oxindole) fused to 4-oxopyridine-3-carboxylate derivatives (10a-o) were also synthesized via 1,3-dipolar cycloaddition reaction of compound (7) utilizing several (α)-amino acids in a methanol/water medium, through formation of the azomethineylides, followed by 1,3-dipolar cyclo addition of the dipolarophile N-methylmaleimide. The newly synthesized compounds were characterized by spectroscopic techniques (1H-NMR,13C-NMR, DEPT, 2D-NMR (COSY, HMQC and HMBC)) experiments, IR and High Resolution Mass Spectrometry (HRMS).en_US
dc.identifier.urihttps://hdl.handle.net/20.500.11888/12949
dc.language.isoenen_US
dc.titleSynthesis of Novel 4-Pyridone Annelated-Isatin Derivatives as Potential Antitumor Agentsen_US
dc.typeArticleen_US
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The Eighth Palestinian International Chemistry Conference (PICC 2015) "Chemical Sciences Towards Knowledge Based Economy "