title: Synthesis and Preliminary Biological Evaluation of Indol-3-yl-oxoacetamides as Potent Cannabinoid Receptor Type 2 Ligands.
abstract: A small series of indol-3-yl-oxoacetamides was synthesized starting from the literature knownN-(adamantan-1-yl)-2-(5-(furan-2-yl)-1-pentyl-1H-indol-3-yl)-2-oxoacetamide (5) by substituting the 1-pentyl-1H-indole subunit. Our preliminary biological evaluation showed that the fluorinated derivative 8 is a potent and selective CB₂ ligand withKi= 6.2 nM.
authors.affiliation: Helmholtz-Zentrum Dresden-Rossendorf e.V., Institute of Radiopharmaceutical Cancer Research, Permoserstr. 15, 04318 Leipzig, Germany. r.moldovan@hzdr.de.
authors.forename: Rareş-Petru
authors.initials: RP
authors.lastname: Moldovan
authors.affiliation: Helmholtz-Zentrum Dresden-Rossendorf e.V., Institute of Radiopharmaceutical Cancer Research, Permoserstr. 15, 04318 Leipzig, Germany. w.deuther-conrad@hzdr.de.
authors.forename: Winnie
authors.initials: W
authors.lastname: Deuther-Conrad
authors.affiliation: Johns Hopkins School of Medicine, Division of Nuclear Medicine and Molecular Imaging, Department of Radiology, Baltimore, MD 21287, USA. ahorti1@jhmi.edu.
authors.forename: Andrew G
authors.initials: AG
authors.lastname: Horti
authors.affiliation: Helmholtz-Zentrum Dresden-Rossendorf e.V., Institute of Radiopharmaceutical Cancer Research, Permoserstr. 15, 04318 Leipzig, Germany. p.brust@hzdr.de.
authors.forename: Peter
authors.initials: P
authors.lastname: Brust
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D016466:CHO Cells; D002462:Cell Membrane / Q000187:drug effects* / Q000378:metabolism; D003287:Contrast Media / Q000138:chemical synthesis; D003412:Cricetulus; D015870:Gene Expression; D054879:Halogenation; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008024:Ligands; D049268:Positron-Emission Tomography; D011485:Protein Binding; D043885:Receptor, Cannabinoid, CB2 / Q000819:agonists* / Q000235:genetics / Q000378:metabolism; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D019076:Transgenes
chemical_list: D000081:Acetamides; D003287:Contrast Media; D007211:Indoles; D008024:Ligands; D043885:Receptor, Cannabinoid, CB2
keywords: binding affinity; cannabinoid receptor type 2; indole; positron emission tomography