title: Conversion of α-amino acids into bioactive o-aminoalkyl resorcylates and related dihydroxyisoindolinones.
abstract: The synthesis of biologically active o-aminoalkyl resorcylates and related dihydroxyisoindolinones from functionalized α-amino acids without the use of phenolic protection is described. The key aminoalkyl-diketo-dioxinone intermediates were prepared utilizing a crossed Claisen condensation reaction in the presence of diethylzinc. The aromatic unit was constructed via late stage cyclization and aromatization, and subsequent modification provided the novel resorcylates which showed activity against a selection of receptors and kinases, including 5-HT and CDK.
authors.affiliation: Department of Chemistry, Imperial College, London SW7 2AZ, England.
authors.forename: Bhavesh H
authors.initials: BH
authors.lastname: Patel
authors.forename: Andrew M
authors.initials: AM
authors.lastname: Mason
authors.forename: Hetal
authors.initials: H
authors.lastname: Patel
authors.forename: R Charles
authors.initials: RC
authors.lastname: Coombes
authors.forename: Simak
authors.initials: S
authors.lastname: Ali
authors.forename: Anthony G M
authors.initials: AG
authors.lastname: Barrett
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D018844:Cyclin-Dependent Kinases / Q000037:antagonists & inhibitors / Q000737:chemistry*; D003500:Cyclization; D004147:Dioxins / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D020128:Inhibitory Concentration 50; D054833:Isoindoles / Q000737:chemistry*; D015394:Molecular Structure; D012701:Serotonin / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D004147:Dioxins; D054833:Isoindoles; D012701:Serotonin; D018844:Cyclin-Dependent Kinases