Design and synthesis of fused tetrahydroisoquinoline-iminoimidazolines

Autor: Nicolas Renault, Valeria Moas-Héloire, Laurence Agouridas, Angela Rincon Arias, Noémie Deguine, Mathieu Marchivie, Philippe Chavatte, Patricia Melnyk, David Blum, Luc Buée, Vania L. Batalha, Saïd Yous, Luísa V. Lopes
Přispěvatelé: Melnyk, Patricia, Centre de Recherche Jean-Pierre AUBERT Neurosciences et Cancer - U837 (JPArc), Université Lille Nord de France (COMUE)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Lille, Lille Inflammation Research International Center - U 995 (LIRIC), Institut Pasteur de Lille, Réseau International des Instituts Pasteur (RIIP)-Réseau International des Instituts Pasteur (RIIP)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Lille-Centre Hospitalier Régional Universitaire [Lille] (CHRU Lille), Instituto de Medicina Molecular (iMM), Faculdade de Medicina [Lisboa], Universidade de Lisboa = University of Lisbon (ULISBOA)-Universidade de Lisboa = University of Lisbon (ULISBOA), Pharmacochimie (CNRS FRE 3396), Université de Bordeaux (UB), Centre de Recherche Jean-Pierre AUBERT Neurosciences et Cancer - U1172 Inserm - U837 (JPArc), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université Lille Nord de France (COMUE)-Université de Lille, Centre Hospitalier Régional Universitaire [Lille] (CHRU Lille)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Lille-Institut Pasteur de Lille, Réseau International des Instituts Pasteur (RIIP)-Réseau International des Instituts Pasteur (RIIP), Universidade de Lisboa (ULISBOA)-Universidade de Lisboa (ULISBOA)
Rok vydání: 2015
Předmět:
Models
Molecular
Receptor
Adenosine A2A
Stereochemistry
[CHIM.THER] Chemical Sciences/Medicinal Chemistry
Privileged structure
[CHIM.THER]Chemical Sciences/Medicinal Chemistry
Guanidines
A2A receptor
chemistry.chemical_compound
Structure-Activity Relationship
Tetrahydroisoquinolines
Drug Discovery
[CHIM.CRIS]Chemical Sciences/Cristallography
Moiety
Structure–activity relationship
Molecule
Humans
[CHIM.CRIS] Chemical Sciences/Cristallography
Guanidine
Imidazolines
Pharmacology
Dose-Response Relationship
Drug
Molecular Structure
[CHIM.ORGA]Chemical Sciences/Organic chemistry
Tetrahydroisoquinoline
Organic Chemistry
General Medicine
[CHIM.ORGA] Chemical Sciences/Organic chemistry
Combinatorial chemistry
Adenosine Receptor A2a
HEK293 Cells
chemistry
Purinergic P1 Receptor Antagonists
Drug Design
Iminoimidazoline
Zdroj: European Journal of Medicinal Chemistry
European Journal of Medicinal Chemistry, 2015, 106, pp.15-25. ⟨10.1016/j.ejmech.2015.10.030⟩
European Journal of Medicinal Chemistry, Elsevier, 2015, 106, pp.15-25. ⟨10.1016/j.ejmech.2015.10.030⟩
ISSN: 1768-3254
0223-5234
DOI: 10.1016/j.ejmech.2015.10.030⟩
Popis: International audience; 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.
Databáze: OpenAIRE
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