title: Bis(o-methylserotonin)-containing iridium(III) and ruthenium(II) complexes as new cellular imaging dyes: synthesis, applications, and photophysical and computational studies.
abstract: We report the synthesis, characterization, and scope of a new versatile emissive molecular probe functionalized with a 1,10-phenanthroline moiety containing methylserotonin groups as binding sites for metal ion recognition. The synthesis, characterization, and evaluation of the in vitro imaging capability of the iridium(III) and ruthenium(II) complexes [Ir(ppy)2(N-N)](+) and [Ru(bpy)2(N-N)](2+), in which ppy is 2-phenylpyridine, bpy is 2,2'-bipyridine, and N-N is a 1,10-phenanthroline ligand functionalized with two methylserotonin groups to serve as binding sites for metal ion recognition, is reported. The uptake of these compounds by living freshwater fish (Carassius auratus) was studied by fluorescence microscopy, and the cytotoxicity of ligand N-N and [Ru(bpy)2(N-N)](2+) in this species was also investigated.
authors.affiliation: BIOSCOPE Group, REQUIMTE/CQFB, Chemistry Department, Faculty of Science and Technology, University NOVA of Lisbon, 2829-516 Lisbon, Portugal. cristina.nunez@fct.unl.pt
authors.forename: Cristina
authors.initials: C
authors.lastname: Núñez
authors.forename: Carlos
authors.initials: C
authors.lastname: Silva López
authors.forename: Olalla Nieto
authors.initials: ON
authors.lastname: Faza
authors.forename: Javier
authors.initials: J
authors.lastname: Fernández-Lodeiro
authors.forename: Mario
authors.initials: M
authors.lastname: Diniz
authors.forename: Rufina
authors.initials: R
authors.lastname: Bastida
authors.forename: Jose Luis
authors.initials: JL
authors.lastname: Capelo
authors.forename: Carlos
authors.initials: C
authors.lastname: Lodeiro
mesh_terms: D000818:Animals; D005456:Fluorescent Dyes / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics; D006054:Goldfish / Q000378:metabolism; D007495:Iridium / Q000737:chemistry*; D008856:Microscopy, Fluorescence; D008954:Models, Biological; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000032:analysis* / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics; D055668:Photochemical Processes; D011789:Quantum Theory; D012428:Ruthenium / Q000737:chemistry*; D012701:Serotonin / Q000031:analogs & derivatives* / Q000737:chemistry; D014018:Tissue Distribution
chemical_list: D005456:Fluorescent Dyes; D009942:Organometallic Compounds; D012701:Serotonin; D007495:Iridium; D012428:Ruthenium