title: Synthesis of sulfur containing dihydro-pyrrolo derivatives and their biological evaluation as antioxidants.
abstract: The 1,3-dipolar cycloaddition to N-phenylmaleimide of azomethine ylides, generated in situ from sulfanyl-substituted imines of glycine esters, yields 5H-dihydro-pyrrolo products with syn diastereoselectivity. The syn (major) and anti (minor) products were isolated chromatographically and fully characterized by spectroscopic methods and in two cases also by X-ray analysis. The diastereomeric cycloadducts were tested for their antioxidant activity with good results.
authors.affiliation: Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
authors.forename: Dimitra
authors.initials: D
authors.lastname: Georgiou
authors.forename: Vasilios
authors.initials: V
authors.lastname: Toutountzoglou
authors.forename: Kenneth W
authors.initials: KW
authors.lastname: Muir
authors.forename: Dimitra
authors.initials: D
authors.lastname: Hadjipavlou-Litina
authors.forename: Yiannis
authors.initials: Y
authors.lastname: Elemes
mesh_terms: D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015227:Lipid Peroxidation / Q000187:drug effects; D008084:Lipoxygenase / Q000378:metabolism*; D008958:Models, Molecular; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013025:Glycine max / Q000201:enzymology; D013329:Structure-Activity Relationship; D013455:Sulfur / Q000737:chemistry*
chemical_list: D000975:Antioxidants; D004791:Enzyme Inhibitors; D011758:Pyrroles; D013455:Sulfur; D008084:Lipoxygenase