Ultrasound promoted synthesis of 2-imidazolines in water: a greener approach toward monoamine oxidase inhibitors.
A series of sixteen 2-substituted-2-imidazolines (where the substituent R=Ph, Me-4-Ph; MeO-4-Ph; (MeO)(2)-3,4-Ph; (MeO)(3)-3,4,5-Ph; Ph-4-O-C(O)-Ph; Cl-4-Ph; Cl-2-Ph; Cl(2)-2,4-Ph; NO(2)-4-Ph; NO(2)-3-Ph; Naphth-2-yl; Fur-2-yl; Benzofur-2-yl; Pyridin-2-yl; Quinolin-2-yl) has been synthesized from the reaction of the substituted-aldehydes and ethylenediamine by ultrasound irradiation with NBS in an aqueous medium in high yields (80-99%). The 2-imidazoline ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) was investigated and some of them showed potent and selective MAO inhibitory activity especially for the MAO-B isoform and could become promising candidates for future development.
Sant' Anna
Gabriela da S
Gda S
Laboratório de Neurotoxicidade e Psicofarmacologia, Departamento de Química, Centro de Ciências Naturais e Exatas, Universidade Federal de Santa Maria, 97.105-900, Santa Maria, RS, Brazil.
Machado
Pablo
P
Sauzem
Patricia D
PD
Rosa
Fernanda A
FA
Rubin
Maribel A
MA
Ferreira
Juliano
J
Bonacorso
Helio G
HG
Zanatta
Nilo
N
Martins
Marcos A P
MA
D048288:Imidazolines / Q000138:chemical synthesis* / Q000494:pharmacology; D008996:Monoamine Oxidase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D014465:Ultrasonics; D014867:Water / Q000737:chemistry
D048288:Imidazolines; D008996:Monoamine Oxidase Inhibitors; D014867:Water