RT Journal Article
SR Electronic
T1 Conformational Analysis of Beta2-Adrenoceptor-Stimulating Agents
JF Molecular Pharmacology
JO Mol Pharmacol
FD American Society for Pharmacology and Experimental Therapeutics
SP 22
OP 27
VO 20
IS 1
A1 MOTOHASHI, MICHIO
A1 NISHIKAWA, MASAO
YR 1981
UL http://molpharm.aspetjournals.org/content/20/1/22.abstract
AB The conformation of 2-cyclobutylamino-5,6-dihydroxy-1,2,3,4-tetrahydro-1-naphthalenol, a very potent beta-adrenoceptor-stimulating agent, was analyzed in solution by proton relaxation techniques. This compound seems to take two equilibrium conformations, one of which corresponds to that of the crystalline state. Furthermore, the conformational analysis of isoetharine and several beta2-adrenergic-stimulating agents made it possible to restrict three dihedral angles so that the molecule was beta2-active. Restricting these three dihedral angles unequivocally settles the stereochemical arrangement of all functional groups involved in beta2-stimulants, two catechol hydroxyls, benzylic hydroxyl, and two N+-H bonds. ACKNOWLEDGMENTS The authors are grateful to Drs. E. Ohmura, K. Morita, and Y. Sanno for encouragement and helpful advice throughout this study.