Conformational analysis of optically active phenylethylamines and phenylimidazolines.
Conformational and structural features of phenethylamine and phenylimidazoline derivatives with alpha-adrenergic activity have been studied by MNDO and PCILO methods. From the calculated conformational energy maps, we conclude that phenethylamines exhibit an extended conformation, while the phenylimidazolines adopt a position intermediate between that of corresponding extended and folded conformations. We conclude that the phenethylamines interact with classical Easson-Stedman sites, while the phenylimidazolines interact with a different site. Both phenethylamines and phenylimidazolines show similar requirements for a cationic recognition site.
Cardozo
M G
MG
IQUIMEFA, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Argentina.
Pizzorno
M T
MT
Pierini
A B
AB
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D007093:Imidazoles / Q000032:analysis*; D007536:Isomerism; D008968:Molecular Conformation; D010627:Phenethylamines / Q000032:analysis*
D007093:Imidazoles; D010627:Phenethylamines