title: Naphthylhydrazone based selective and sensitive chemosensors for Cu2+ and their application in bioimaging.
abstract: Two new hydroxynaphthyl-hydrazone based fluorogenic chemosensors R1 and R2 have been synthesized by Schiff base condensation of Tris(4-formylphenyl)amine with 1-hydroxynaphthalene-2-hydrazide and 1-hydroxynaphthalene-2-carbohydrazone, respectively. They are examined as highly selective and sensitive receptors for Cu2+ ions in aqueous medium. Electronic absorption as well as fluorescence titration studies of receptors R1 and R2 with different metal cations in H2O/CH3CN medium showed highly selective and very rapid (<2 min) binding affinity towards Cu2+ ions even in the presence of other commonly coexisting metal ions such as Na+, K+, Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, Cd2+ and Hg2+. Quantification of the fluorescence titration analysis indicated that these newly synthesized receptors (R1 and R2) can indicate the presence of Cu2+ ions even at very low concentrations of 598 and 676 ppt, respectively. In addition, the propensity of these receptors as bio-imaging fluorescent probes to detect Cu2+ ions in human cervical HeLa cancer cell lines and their cytotoxicity against HeLa cells have been investigated.
authors.affiliation: Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore-560 012, India.
authors.forename: Sellamuthu
authors.initials: S
authors.lastname: Anbu
authors.forename: Sankarasekaran
authors.initials: S
authors.lastname: Shanmugaraju
authors.forename: Rajendran
authors.initials: R
authors.lastname: Ravishankaran
authors.forename: Anjali A
authors.initials: AA
authors.lastname: Karande
authors.forename: Partha Sarathi
authors.initials: PS
authors.lastname: Mukherjee
mesh_terms: D002470:Cell Survival / Q000187:drug effects; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D003300:Copper / Q000032:analysis*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D006367:HeLa Cells; D006801:Humans; D006835:Hydrazones / Q000737:chemistry*; D007477:Ions / Q000737:chemistry; D018613:Microscopy, Confocal; D009284:Naphthols / Q000737:chemistry*; D012545:Schiff Bases / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D014466:Ultraviolet Rays
chemical_list: D056831:Coordination Complexes; D005456:Fluorescent Dyes; D006835:Hydrazones; D007477:Ions; D009284:Naphthols; D012545:Schiff Bases; D003300:Copper