TY - JOUR
T1 - Naphthylhydrazone based selective and sensitive chemosensors for Cu2+ and their application in bioimaging
AU - Anbu, Sellamuthu
AU - Shanmugaraju, Sankarasekaran
AU - Ravishankaran, Rajendran
AU - Karande, Anjali A.
AU - Mukherjee, Partha Sarathi
PY - 2012/8/31
Y1 - 2012/8/31
N2 - Two new hydroxynaphthyl-hydrazone based fluorogenic chemosensors R11111 and R22222 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 R11111 and R22222 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 (R11111 and R22222) 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.
AB - Two new hydroxynaphthyl-hydrazone based fluorogenic chemosensors R11111 and R22222 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 R11111 and R22222 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 (R11111 and R22222) 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.
UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-84867517831&partnerID=MN8TOARS
U2 - 10.1039/c2dt31335a
DO - 10.1039/c2dt31335a
M3 - Article
VL - 41
SP - 13330
EP - 13337
JO - Dalton Transactions
JF - Dalton Transactions
SN - 1477-9226
IS - 43
ER -