Introduction: The 1,3-dipolar cycloaddition reactions of nitrile oxides formed (in the presence of NCS and EtN) 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 isoxazoles by treatment with PIDA and catalytic amount of TFA.
Methods: The new compounds were tested 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 and presented LO inhibitory activity.
Conclusion: Compound e presents an antioxidant significant profile combining anti-LO, anti-AChE and anti-MAO-B activities.
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| http://dx.doi.org/10.2174/1874104501711010196 | DOI Listing |
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