Article

Synthesis of sulfur containing dihydro-pyrrolo derivatives and their biological evaluation as antioxidants.

Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
Bioorganic & medicinal chemistry (impact factor: 2.82). 07/2012; 20(17):5103-9. DOI:10.1016/j.bmc.2012.07.014 pp.5103-9
Source: PubMed

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.

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Keywords

antioxidant activity
 
chromatographically
 
diastereomeric cycloadducts
 
N-phenylmaleimide
 
spectroscopic methods
 
sulfanyl-substituted imines
 
syn diastereoselectivity
 
X-ray analysis
 
yields 5H-dihydro-pyrrolo products