Enhancing a CH-pi interaction to increase the affinity for 5-HT1A receptors

[en] An electrostatic interaction related to a favourable position of the distal phenyl ring and a phenylalanine residue in the binding pocket would explain the higher 5-HT1A affinity of a 4-phenyl-1,2,3,6-tetrahydropyridine (THP) analogue compared to the corresponding 4-phenylpiperazine analogue. To explore a possible reinforcement of this interaction to increase the affinity for 5-HT1A receptors, different 4-substituted-phenyl analogues were synthesized and tested. The most important increase of affinity is obtained with two electron-donating methyl groups in position 3 and 5

Research Center/Unit :

Centre Interfacultaire de Recherche du Médicament - CIRM

Disciplines :

Pharmacy, pharmacology & toxicology
Chemistry

Author, co-author :

Liégeois, Jean-François ; Université de Liège - ULiège > Département de pharmacie > Chimie pharmaceutique

Lespagnard, Marc

Meneses Salas, Elsa

Mangin, Floriane

Scuvée-Moreau, Jacqueline ; Université de Liège - ULiège > Département des sciences biomédicales et précliniques > Pharmacologie

Dilly, Sébastien ; Université de Liège - ULiège > Département des sciences biomédicales et précliniques > Pharmacologie

Language :

English

Title :

Enhancing a CH-pi interaction to increase the affinity for 5-HT1A receptors

Publication date :

2014

Journal title :

ACS Medicinal Chemistry Letters

eISSN :

1948-5875

Publisher :

American Chemical Society, Washington, United States - District of Columbia

Volume :

Pages :

358-362

Peer reviewed :

Peer Reviewed verified by ORBi

Funders :

F.R.S.-FNRS - Fonds de la Recherche Scientifique
ULg FSR - Université de Liège. Fonds spéciaux pour la recherche

Available on ORBi :

since 03 February 2014

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Bibliography

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