title: New quinolinic derivatives as melatonergic ligands: Synthesis and pharmacological evaluation.
abstract: New series of melatonergic ligands issued from two methoxy-quinolinic scaffolds (2-MQ and 3-MQ), were designed and synthesized. Herein we report the synthetic scheme and pharmacological results of the new prepared compounds. Investigation of compound 11a, the strict 2-MQ analogue, revealed the promising potential of this series. Therefore, pharmacomodulation of the acetamide function of 11a has led to compounds with different pharmacological profiles and the emergence of an MT2selectivity. Besides, sulphonamide 11b showed the most important MT2selectivity of this series (167 folds) while methyl and ethyl-ureas 11f and 11g represented the most potent melatonergic ligands of this study.
authors.affiliation: Université de Lille, EA4481 - GRIIOT, F-59000 Lille, France.
authors.forename: Elodie
authors.initials: E
authors.lastname: Landagaray
authors.affiliation: Université de Lille, EA4481 - GRIIOT, F-59000 Lille, France. Electronic address: m.ettaoussi@yahoo.fr.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Ettaoussi
authors.affiliation: Université de Lille, EA4481 - GRIIOT, F-59000 Lille, France.
authors.forename: Marouan
authors.initials: M
authors.lastname: Rami
authors.affiliation: Biotechnologies, Pharmacologie Moléculaire et Cellulaire, Institut de Recherches Servier, 78290 Croissy-sur-Seine, France.
authors.forename: Jean A
authors.initials: JA
authors.lastname: Boutin
authors.affiliation: Unité de Recherche Chimie Neurosciences, Institut de Recherches Servier, 78290 Croissy-sur-Seine, France.
authors.forename: Daniel-Henri
authors.initials: DH
authors.lastname: Caignard
authors.affiliation: Unité de Recherche Chimie Neurosciences, Institut de Recherches Servier, 78290 Croissy-sur-Seine, France.
authors.forename: Philippe
authors.initials: P
authors.lastname: Delagrange
authors.affiliation: Université de Lille, EA4481 - GRIIOT, F-59000 Lille, France; Univ. Lille, Inserm, CHU Lille, UMRS-1172 - JPArc - Centre de Recherches Jean-Pierre Aubert Neurosciences et Cancer, F-59000 Lille, France.
authors.forename: Patricia
authors.initials: P
authors.lastname: Melnyk
authors.affiliation: Université de Lille, EA4481 - GRIIOT, F-59000 Lille, France; Univ. Lille, Inserm, CHU Lille, UMRS-1172 - JPArc - Centre de Recherches Jean-Pierre Aubert Neurosciences et Cancer, F-59000 Lille, France.
authors.forename: Pascal
authors.initials: P
authors.lastname: Berthelot
authors.affiliation: Université de Lille, EA4481 - GRIIOT, F-59000 Lille, France; Univ. Lille, Inserm, CHU Lille, UMRS-1172 - JPArc - Centre de Recherches Jean-Pierre Aubert Neurosciences et Cancer, F-59000 Lille, France. Electronic address: said.yous@univ-lille2.fr.
authors.forename: Saïd
authors.initials: S
authors.lastname: Yous
mesh_terms: D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D015195:Drug Design; D057809:HEK293 Cells; D006801:Humans; D007211:Indoles / Q000737:chemistry; D008024:Ligands; D008550:Melatonin / Q000378:metabolism*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D007211:Indoles; D008024:Ligands; D011804:Quinolines; D008550:Melatonin
keywords: Agonist; MT(1); MT(2)-Selectivity; Melatonin; Quinoline derivatives