Verifying the role of 3-hydroxy of 17-cyclopropylmethyl-4,5α-epoxy-3,14β-dihydroxy-6β-[(4'-pyridyl) carboxamido]morphinan derivatives via their binding affinity and selectivity profiles on opioid receptors.
3-Hydroxy group
Binding affinity
Molecular docking
Opioid receptors
Selectivity
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
04 2021
04 2021
Historique:
received:
16
07
2020
revised:
10
09
2020
accepted:
28
01
2021
pubmed:
26
2
2021
medline:
1
10
2021
entrez:
25
2
2021
Statut:
ppublish
Résumé
In the present study, the role of 3-hydroxy group of a series of epoxymorphinan derivatives in their binding affinity and selectivity profiles toward the opioid receptors (ORs) has been investigated. It was found that the 3-hydroxy group was crucial for the binding affinity of these derivatives for all three ORs due to the fact that all the analogues 1a-e exhibited significantly higher binding affinities compared to their counterpart 3-dehydroxy ones 6a-e. Meanwhile most compounds carrying the 3-hydroxy group possessed similar selectivity profiles for the kappa opioid receptor over the mu opioid receptor as their corresponding 3-dehydroxy derivatives. [
Identifiants
pubmed: 33631465
pii: S0045-2068(21)00078-X
doi: 10.1016/j.bioorg.2021.104702
pmc: PMC8009840
mid: NIHMS1676179
pii:
doi:
Substances chimiques
Morphinans
0
Receptors, Opioid
0
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Langues
eng
Sous-ensembles de citation
IM
Pagination
104702Subventions
Organisme : NIDA NIH HHS
ID : P30 DA013429
Pays : United States
Organisme : NIDA NIH HHS
ID : R01 DA024022
Pays : United States
Organisme : NIDA NIH HHS
ID : R01 DA041359
Pays : United States
Organisme : NIDA NIH HHS
ID : R01 DA044855
Pays : United States
Organisme : NIDA NIH HHS
ID : R21 DA045274
Pays : United States
Organisme : NIDA NIH HHS
ID : UG3 DA050311
Pays : United States
Informations de copyright
Copyright © 2021 Elsevier Inc. All rights reserved.
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