1. Synthesis and antioxidant activity evaluation of new hexahydropyrimido[5,4-c]quinoline-2,5-diones and 2-thioxohexahydropyrimido[5,4-c]quinoline-5-ones obtained by Biginelli reaction in two steps
- Author
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Alain Xicluna, Jean-François Robert, Catherine Guyon, Laurence Nicod, Bernard Refouvelet, Arulraj Nadaradjane, Lhassane Ismaili, Fonctions et dysfonctions épithéliales - UFC (EA 4267) (FDE), Université de Franche-Comté (UFC), and Université Bourgogne Franche-Comté [COMUE] (UBFC)-Université Bourgogne Franche-Comté [COMUE] (UBFC)
- Subjects
Magnetic Resonance Spectroscopy ,Spectrophotometry, Infrared ,DPPH ,Biginelli reaction ,Quinolones ,010402 general chemistry ,01 natural sciences ,Chemical synthesis ,Aldehyde ,Antioxidants ,chemistry.chemical_compound ,Drug Discovery ,Moiety ,Organic chemistry ,Pharmacology ,chemistry.chemical_classification ,MESH: Quinolones ,Hydroxyl Radical ,MESH: Magnetic Resonance Spectroscopy ,MESH: Spectrophotometry, Infrared ,010405 organic chemistry ,MESH: Antioxidants ,Organic Chemistry ,Quinoline ,Free Radical Scavengers ,General Medicine ,MESH: Hydroxyl Radical ,[SDV.SP]Life Sciences [q-bio]/Pharmaceutical sciences ,0104 chemical sciences ,3. Good health ,chemistry ,Thiourea ,Ethyl acetoacetate ,MESH: Free Radical Scavengers - Abstract
International audience; New hexahydropyrimido[5,4-c]quinoline-2,5-diones and 2-thioxohexahydropyrimido[5,4-c]quinoline-5-ones were prepared in two steps from ethyl 4-phenyl-6-methyl-2-oxo tetrahydropyrimidine-5-carboxylates or 4-phenyl-6-methyl-2-thioxotetrahydropyrimidine-5-carboxylates, previously prepared by Biginelli reaction using appropriate aldehyde, urea derivatives and ethyl acetoacetate. Their antioxidant properties were evaluated by two methods: scavenging effect on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals and scavenging effect on hydroxyl radicals. The results show that the compounds containing thiourea moiety have better activity.
- Published
- 2008