title: New ligands of the ghrelin receptor based on the 1,2,4-triazole scaffold by introduction of a second chiral center.
abstract: Introducing a second chiral center on our previously described 1,2,4-triazole, allowed us to increase diversity and elongate the 'C-terminal part' of the molecule. Therefore, we were able to explore mimics of the substance P analogs described as inverse agonists. Some compounds presented affinities in the nanomolar range and potent biological activities, while one exhibited a partial inverse agonist behavior similar to a Substance P analog.
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Mathieu
authors.initials: M
authors.lastname: Maingot
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Anne-Laure
authors.initials: AL
authors.lastname: Blayo
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Séverine
authors.initials: S
authors.lastname: Denoyelle
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Céline
authors.initials: C
authors.lastname: M'Kadmi
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Marjorie
authors.initials: M
authors.lastname: Damian
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Sophie
authors.initials: S
authors.lastname: Mary
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Didier
authors.initials: D
authors.lastname: Gagne
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Pierre
authors.initials: P
authors.lastname: Sanchez
authors.affiliation: Æterna Zentaris GmbH, Weismuellerstrasse 50, 60314 Frankfurt am Main, Germany.
authors.forename: Babette
authors.initials: B
authors.lastname: Aicher
authors.affiliation: Æterna Zentaris GmbH, Weismuellerstrasse 50, 60314 Frankfurt am Main, Germany.
authors.forename: Peter
authors.initials: P
authors.lastname: Schmidt
authors.affiliation: Æterna Zentaris GmbH, Weismuellerstrasse 50, 60314 Frankfurt am Main, Germany.
authors.forename: Gilbert
authors.initials: G
authors.lastname: Müller
authors.affiliation: Æterna Zentaris GmbH, Weismuellerstrasse 50, 60314 Frankfurt am Main, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Teifel
authors.affiliation: Æterna Zentaris GmbH, Weismuellerstrasse 50, 60314 Frankfurt am Main, Germany.
authors.forename: Eckhard
authors.initials: E
authors.lastname: Günther
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Jacky
authors.initials: J
authors.lastname: Marie
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Jean-Louis
authors.initials: JL
authors.lastname: Banères
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France.
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, CNRS, ENSCM, Université de Montpellier, BP 14491, Faculté de Pharmacie, bât. E, 3(ème) étage, 15 avenue Charles Flahault, 34093 Montpellier Cedex 5, France. Electronic address: jean-alain.fehrentz@univ-montp1.fr.
authors.forename: Jean-Alain
authors.initials: JA
authors.lastname: Fehrentz
mesh_terms: D031541:Fluorescence Resonance Energy Transfer; D007211:Indoles / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D008024:Ligands; D054440:Receptors, Ghrelin / Q000819:agonists / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013373:Substance P / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*; D014364:Tryptophan / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology
chemical_list: D007211:Indoles; D008024:Ligands; D054440:Receptors, Ghrelin; D014230:Triazoles; C045575:1,2,4-triazole; D013373:Substance P; C582727:macimorelin; D014364:Tryptophan
keywords: 1,2,4-Triazole scaffold; Antagonist; Chirality; Ghrelin receptor (GHS-R1a); Inverse agonist; Structural modulation