title: New coumarin-based fluorescent melatonin ligands. Design, synthesis and pharmacological characterization.
abstract: The design and synthesis of a series of new fluorescent coumarin-containing melatonin analogues is presented. The combination of high-binding affinities for human melatonergic receptors (h-MT₁R and h-MT₂R) and fluorescent properties, derived from the inclusion of melatonin pharmacophoric elements in the coumarin scaffold, yielded suitable candidates for the development of MT₁R and MT₂R fluorescent probes for imaging in biological media.
authors.affiliation: Instituto de Química Médica, Consejo Superior de Investigaciones Científicas (IQM-CSIC), C/ Juan de la Cierva 3, 28006 Madrid, Spain.
authors.forename: Mario
authors.initials: M
authors.lastname: de la Fuente Revenga
authors.affiliation: Instituto de Química Médica, Consejo Superior de Investigaciones Científicas (IQM-CSIC), C/ Juan de la Cierva 3, 28006 Madrid, Spain.
authors.forename: Clara
authors.initials: C
authors.lastname: Herrera-Arozamena
authors.affiliation: Instituto de Química Médica, Consejo Superior de Investigaciones Científicas (IQM-CSIC), C/ Juan de la Cierva 3, 28006 Madrid, Spain.
authors.forename: Nerea
authors.initials: N
authors.lastname: Fernández-Sáez
authors.affiliation: Instituto de Química Médica, Consejo Superior de Investigaciones Científicas (IQM-CSIC), C/ Juan de la Cierva 3, 28006 Madrid, Spain.
authors.forename: Gema
authors.initials: G
authors.lastname: Barco
authors.affiliation: Instituto de Química Médica, Consejo Superior de Investigaciones Científicas (IQM-CSIC), C/ Juan de la Cierva 3, 28006 Madrid, Spain.
authors.forename: Itxaso
authors.initials: I
authors.lastname: García-Orue
authors.affiliation: Division of Women's Health, King's College London, London SE1 1UL, UK.
authors.forename: David
authors.initials: D
authors.lastname: Sugden
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Parma, Parco Area delle Scienze 27/A, 43124 Parma, Italy.
authors.forename: Silvia
authors.initials: S
authors.lastname: Rivara
authors.affiliation: Instituto de Química Médica, Consejo Superior de Investigaciones Científicas (IQM-CSIC), C/ Juan de la Cierva 3, 28006 Madrid, Spain. Electronic address: isabelrguez@iqm.csic.es.
authors.forename: María Isabel
authors.initials: MI
authors.lastname: Rodríguez-Franco
mesh_terms: D003374:Coumarins / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D005456:Fluorescent Dyes / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D008024:Ligands; D008550:Melatonin / Q000737:chemistry* / Q000378:metabolism; D057054:Molecular Imaging / Q000379:methods; D015394:Molecular Structure; D044122:Receptor, Melatonin, MT1 / Q000737:chemistry / Q000378:metabolism*; D044123:Receptor, Melatonin, MT2 / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D003374:Coumarins; D005456:Fluorescent Dyes; D008024:Ligands; D044122:Receptor, Melatonin, MT1; D044123:Receptor, Melatonin, MT2; C030123:coumarin; D008550:Melatonin
keywords: Bioisosterism; Coumarins; GPCRs fluorescent probes; Melatonin