Novel imidazoline compounds as partial or full agonists of D2-like dopamine receptors inspired by I2-imidazoline binding sites ligand 2-BFI.
Based on the well known biological versatility of the imidazoline nucleus, we prepared the novel derivatives 3a-k inspired by 2-BFI scaffold to assess imidazoline molecules as D(2)-like dopamine receptor ligands. Conservative chemical modifications of the lead structure, such as the introduction of an hydroxy group in the aromatic ring alone or associated with N-benzyl substitution, provided partial (3f) or nearly full (3e and 3h) agonists, all endowed with D(2)-like potency comparable to that of dopamine.
Giorgioni
Gianfabio
G
Scuola di Scienze del Farmaco e dei Prodotti della Salute, Università degli Studi di Camerino, via Sant'Agostino 1, 62032 Camerino, Italy. gianfabio.giorgioni@unicam.it
Ambrosini
Dario
D
Vesprini
Cristian
C
Hudson
Alan
A
Nasuti
Cinzia
C
Di Stefano
Antonio
A
Sozio
Piera
P
Ciampi
Osele
O
Costa
Barbara
B
Martini
Claudia
C
Carrieri
Antonio
A
Carbonara
Giuseppe
G
Enzensperger
Christoph
C
Pigini
Maria
M
D000818:Animals; D001572:Benzofurans / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001665:Binding Sites; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008024:Ligands; D008297:Male; D008958:Models, Molecular; D015394:Molecular Structure; D051381:Rats; D017208:Rats, Wistar; D017448:Receptors, Dopamine D2 / Q000819:agonists*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D001572:Benzofurans; D007093:Imidazoles; D008024:Ligands; D017448:Receptors, Dopamine D2; C103723:2-(2-benzofuranyl)-2-imidazoline