Journal
JOURNAL OF MEDICINAL CHEMISTRY
Volume 43, Issue 4, Pages 756-762Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jm991098z
Keywords
-
Categories
Ask authors/readers for more resources
To evaluate nonaromatic catechol bioisosteres, the conformationally restrained enynes 1 and enediynes 2 were synthesized via palladium-catalyzed coupling as the key reaction step. Subsequent receptor binding studies at the dopamine receptor subtypes D-1, D-2 long, D-2 short, D-3, and D-4 showed highly interesting binding profiles for the enynes la and 1b when compared to dopamine. At the guanine nucleotide-sensitive high-affinity binding site of the Da receptor, the target compound 1b (K-i = 5.2 nM) was 10-fold more potent than dopamine but less potent at the D-2 and D-4 subtypes. In contrast to dopamine the agonists la and Ib showed strong selectivity for the receptors of the D-2 family (D-2-D-4) As far as We know, this study represents the first report on nonaromatic dopamine agonists. Comparison of molecular electrostatic potentials, derived from semiempirical molecular orbital calculations, and lipophilicity maps was performed.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available