Dihydropyrimidin-(2H)-ones obtained by ultrasound irradiation: a new class of potential antioxidant agents.
An efficient and simple synthetic protocol for the Biginelli reaction has been developed for the preparation of several new dihydropyrimidinones, under ultrasound irradiation in the presence of NH(4)Cl, in good yields and short reaction time. Some of the synthesized compounds were tested in vitro for their antioxidant activity. All of the selected compounds showed some antioxidant activity. Analogues compounds 3b and 4b exhibited a strong activity against lipid peroxidation induced by Fe + EDTA, while compounds 3b and 3d were the most potent in reducing ROS levels.
Stefani
Hélio A
HA
Departamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, SP, Brazil. hstefani@usp.br
Oliveira
Carlindo B
CB
Almeida
Roberta B
RB
Pereira
Claudio M P
CM
Braga
Rodolpho C
RC
Cella
Rodrigo
R
Borges
Vanessa C
VC
Savegnago
Lucielli
L
Nogueira
Cristina W
CW
D000643:Ammonium Chloride; D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry*; D005978:Glutathione / Q000737:chemistry; D007202:Indicators and Reagents; D015227:Lipid Peroxidation / Q000187:drug effects; D008297:Male; D010544:Peroxidases / Q000037:antagonists & inhibitors; D011744:Pyrimidinones / Q000138:chemical synthesis* / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D017382:Reactive Oxygen Species; D017392:Thiobarbituric Acid Reactive Substances; D014465:Ultrasonics
D000975:Antioxidants; D007202:Indicators and Reagents; D011744:Pyrimidinones; D017382:Reactive Oxygen Species; D017392:Thiobarbituric Acid Reactive Substances; D000643:Ammonium Chloride; D010544:Peroxidases; D005978:Glutathione