Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine
Publication type: Journal Article
Publication date: 1988-07-01
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
3385732
Drug Discovery
Molecular Medicine
Abstract
The R-(-) and S-(+) enantiomers of 11-hydroxy-N-n-propylnoraporphine, (R)-3 and (S)-3, were synthesized in six steps from 1-(3-methoxy-2-nitrobenzyl)isoquinoline. Neuropharmacological evaluation of the R and S isomers (by affinity to dopamine receptor sites in rat brain tissues, induction of stereotyped behavior, and interaction with motor arousal induced by (R)-apomorphine in the rat) indicated that, similar to the 10,11-dihydroxy congener 2, both enantiomers can bind to dopamine receptors but that only (R)-3 activates them, whereas (S)-3 shows activity as a dopaminergic antagonist.
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31
Total citations:
31
Citations from 2024:
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GOST
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Gao Y. et al. Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine // Journal of Medicinal Chemistry. 1988. Vol. 31. No. 7. pp. 1392-1396.
GOST all authors (up to 50)
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Gao Y. Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine // Journal of Medicinal Chemistry. 1988. Vol. 31. No. 7. pp. 1392-1396.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jm00402a024
UR - https://doi.org/10.1021/jm00402a024
TI - Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine
T2 - Journal of Medicinal Chemistry
AU - Gao, Yigong
PY - 1988
DA - 1988/07/01
PB - American Chemical Society (ACS)
SP - 1392-1396
IS - 7
VL - 31
PMID - 3385732
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
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@article{1988_Gao,
author = {Yigong Gao},
title = {Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine},
journal = {Journal of Medicinal Chemistry},
year = {1988},
volume = {31},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jm00402a024},
number = {7},
pages = {1392--1396},
doi = {10.1021/jm00402a024}
}
Cite this
MLA
Copy
Gao, Yigong, et al. “Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine.” Journal of Medicinal Chemistry, vol. 31, no. 7, Jul. 1988, pp. 1392-1396. https://doi.org/10.1021/jm00402a024.