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.
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.
Ismaili
Lhassane
L
Equipe Sciences séparatives et Biopharmaceutique (2SB), Laboratoire de chimie thérapeutique, Faculté de Medecine et de Pharmacie, 4, place Saint Jacques - 25030 Besançon Cedex, France. lhassane.ismaili@univ-fcomte.fr
Nadaradjane
Arulraj
A
Nicod
Laurence
L
Guyon
Catherine
C
Xicluna
Alain
A
Robert
Jean-François
JF
Refouvelet
Bernard
B
D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000494:pharmacology; D017665:Hydroxyl Radical / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015363:Quinolones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared
D000975:Antioxidants; D016166:Free Radical Scavengers; D015363:Quinolones; D017665:Hydroxyl Radical