title: Design and synthesis of fused tetrahydroisoquinoline-iminoimidazolines.
abstract: In the aim of identifying new privileged structures, we describe the 5-steps synthesis of cyclic guanidine compounds "tetrahydroisoquinoline-iminoimidazolines" derived from tetrahydroisoquinoline-hydantoin core. In order to evaluate this new minimal structure and the impact of replacing a carbonyle by a guanidine moiety, their affinity towards adenosine receptor A2A was evaluated and compared to those of tetrahydroisoquinoline-hydantoin compounds.
authors.affiliation: Université de Lille, F-59000 Lille, France; UDSL, EA 4481, UFR Pharmacie, F-59000 Lille, France. Electronic address: valeria.heloire-2@univ-lille2.fr.
authors.forename: Valeria
authors.initials: V
authors.lastname: Moas-Héloire
authors.affiliation: Université de Lille, F-59000 Lille, France; UDSL, EA 4481, UFR Pharmacie, F-59000 Lille, France. Electronic address: nicolas.renault-3@univ-lille2.fr.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Renault
authors.affiliation: Instituto de Medecina Molecular, 1640-028, Lisbon, Portugal. Electronic address: vanialnbatalha@gmail.com.
authors.forename: Vania
authors.initials: V
authors.lastname: Batalha
authors.affiliation: Inserm UMR-S1172, JPArc, F-59000 Lille, France. Electronic address: ararias@quim.ucm.es.
authors.forename: Angela Rincon
authors.initials: AR
authors.lastname: Arias
authors.affiliation: Université Bordeaux, CNRS FRE3396, F-33000 Bordeaux, France. Electronic address: mathieu.marchivie@icmcb.cnrs.fr.
authors.forename: Mathieu
authors.initials: M
authors.lastname: Marchivie
authors.affiliation: Université de Lille, F-59000 Lille, France; Inserm UMR-S1172, JPArc, F-59000 Lille, France. Electronic address: said.yous@univ-lille2.fr.
authors.forename: Said
authors.initials: S
authors.lastname: Yous
authors.affiliation: Université de Lille, F-59000 Lille, France.
authors.forename: Noémie
authors.initials: N
authors.lastname: Deguine
authors.affiliation: Université de Lille, F-59000 Lille, France; Inserm UMR-S1172, JPArc, F-59000 Lille, France. Electronic address: luc.buee@inserm.fr.
authors.forename: Luc
authors.initials: L
authors.lastname: Buée
authors.affiliation: Université de Lille, F-59000 Lille, France; Inserm UMR 995, LIRIC, F-59000 Lille, France. Electronic address: philippe.chavatte@univ-lille2.fr.
authors.forename: Philippe
authors.initials: P
authors.lastname: Chavatte
authors.affiliation: Université de Lille, F-59000 Lille, France; Inserm UMR-S1172, JPArc, F-59000 Lille, France. Electronic address: david.blum@inserm.fr.
authors.forename: David
authors.initials: D
authors.lastname: Blum
authors.affiliation: Instituto de Medecina Molecular, 1640-028, Lisbon, Portugal. Electronic address: lvlopes@medicina.ulisboa.pt.
authors.forename: Luisa
authors.initials: L
authors.lastname: Lopes
authors.affiliation: Université de Lille, F-59000 Lille, France; Inserm UMR-S1172, JPArc, F-59000 Lille, France. Electronic address: patricia.melnyk@univ-lille2.fr.
authors.forename: Patricia
authors.initials: P
authors.lastname: Melnyk
authors.affiliation: Université de Lille, F-59000 Lille, France; Inserm UMR-S1172, JPArc, F-59000 Lille, France. Electronic address: laurence.agouridas@univ-lille2.fr.
authors.forename: Laurence
authors.initials: L
authors.lastname: Agouridas
mesh_terms: D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D057809:HEK293 Cells; D006801:Humans; D048288:Imidazolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D015394:Molecular Structure; D058915:Purinergic P1 Receptor Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D043705:Receptor, Adenosine A2A / Q000378:metabolism*; D013329:Structure-Activity Relationship; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D048288:Imidazolines; D058915:Purinergic P1 Receptor Antagonists; D043705:Receptor, Adenosine A2A; D044005:Tetrahydroisoquinolines
keywords: A(2A) receptor; Guanidines; Iminoimidazoline; Privileged structure