Author/Authors :
Kallitsakis, Michael G. Laboratory of Organic Chemistry - Department of Chemistry - Aristotle University of Thessaloniki, Thessaloniki 54124, Greece , Carotti, Angelo Dipartimento di Farmacia-Scienze del Farmaco - Università degli Studi di Bari “Aldo Moro”, V. Orabona 4, I-70125 Bari, Italy , Catto, Marco Dipartimento di Farmacia-Scienze del Farmaco - Università degli Studi di Bari “Aldo Moro”, V. Orabona 4, I-70125 Bari, Italy , Peperidou, Aikaterini Department of Pharmaceutical Chemistry - School of Pharmacy - Aristotle University of Thessaloniki, Thessaloniki 54124, Greece , Hadjipavlou-Litina, Dimitra J. Department of Pharmaceutical Chemistry - School of Pharmacy - Aristotle University of Thessaloniki, Thessaloniki 54124, Greece , Litinas, Konstantinos E. Laboratory of Organic Chemistry - Department of Chemistry - Aristotle University of Thessaloniki, Thessaloniki 54124, Greece
Abstract :
Introduction:The 1,3-dipolar cycloaddition reactions of nitrile oxides formed in situ (in the presence of NCS and Et3N) from the oximes of(purin-9-yl)acetaldehyde or (coumarinyloxy)acetaldehyde with allyloxycoumarins or 9-allylpurines, respectively resulted in 3,5-disubstituted isoxazolines. The similar reactions of propargyloxycoumarins or 9-propargylpurines led to 3,5-disubstituted isoxazolesby treatment with PIDA and catalytic amount of TFA.
Methods:The new compounds were tested in vitro as antioxidant agents and inhibitors of soybean lipoxygenase LO, AChE and MAO-B.Results:The majority of the compounds showed significant hydroxyl radical scavenging activity. Compounds 4k and 4n presented LOinhibitory activity.
Conclusion:Compound 13e presents an antioxidant significant profile combining anti-LO, anti-AChE and anti-MAO-B activities
Keywords :
Modified Homo-N-nucleosides , Purines , Coumarins , 1,3-dipolar Cycloaddition Reaction , Antioxidant activity , Anti-lipid peroxidation activity , Alzheimer’s Disease
