RT Journal Article
SR Electronic
T1 On the Stereochemistry of Dopaminergic Ergoline Derivatives
JF Molecular Pharmacology
JO Mol Pharmacol
FD American Society for Pharmacology and Experimental Therapeutics
SP 517
OP 519
VO 19
IS 3
A1 NORMAN CAMERMAN
A1 ARTHUR CAMERMAN
YR 1981
UL http://molpharm.aspetjournals.org/content/19/3/517.abstract
AB Three-dimensional structures of bromocriptine hydrochloride, bromocriptine free base, and apomorphine hydrochloride are compared in order to delineate those portions of the molecules responsible for dopaminergic activity. It is shown that the orientation of the nitrogen atom lone pair electrons in the ergoline derivatives is not necessarily fixed by the configuration at the asymmetrical carbon atom, and it is suggested that stereochemical comparisons should be based primarily on superpositions of electronegative moieties, rather than aromatic nuclei. ACKNOWLEDGMENT We thank Dr. H. P. Weber for the unpublished structural data for bromocriptine free base.