Ebrahimzadeh M A, Ebrahimi S, Pourmorad F. Syntheses of Some Novel Dihydropyriminidine -2- one as a Potential of Antimicrobial and Anti-Inflammatory Activities. J Mazandaran Univ Med Sci 2013; 23 (107) :67-76
URL:
http://jmums.mazums.ac.ir/article-1-3117-en.html
Abstract: (10282 Views)
Background and purpose: Dihydropyrimidins are bioisoester of dihydropyridine. In addition to
blocking of calcium channels, they have antimicrobial, antiviral, antifungal, antiparasital and antiinflammatory
activities. Monastrol is an anticancer dihydropyrimidine derivation that inhibits mitosis.
Several marine alkaloids with dihydropyrimidine skeletal have been isolated. In this study, several
compounds with dihydropyrimidines skeletal were prepared by reaction of imidazole aldehyde, urea and
β-keto ester.
Material and methods: Imidazole derivatives were synthesized by the reaction of the starting
materials, methyl amine hydrochloride and dihydroxyaceton dimer with potassium thiocyanate under the
reflux condition, using acetic acid and n-Butanol as solvent. In the next step, corresponding product was
methylated by methyl iodide. This product was then oxidized by MnO2 to corresponding aldehyde. The
reaction of aldehyde, urea and β-ketoester (methyl, ethyl, propyl and butyl acetoacetate) in the presence
of Lewis acid, gave the final products.
Results: The yields were 50 to 70%. The structure of all products was confirmed by analytical
methods such as NMR, IR and Mass spectra.
Conclusion: Changing the solvent of a reaction is one method for increasing the yield of
reaction. In this study, acid acetic was used as solvent instead of ethanol. The goal of this study was to
obtain the structures with antimicrobial and anti-inflammatory activities. Because of known antimicrobial
and anti-inflammatory activities of imidazolering, it seems that the combination of these two nucleuses
may create structures with improved activities.
Type of Study:
Research(Original) |
Subject:
Pharmacy