A simple Schiff base fluorescence probe for highly sensitive and selective detection of Hg2+and Cu2+

Zhang, Caihong; Gao, Baozhen; Zhang, Qingyan; Zhang, Guomei; Shuang, Shaomin; Dong, Chuan

doi:10.1016/j.talanta.2016.03.067

Cited by 62 publications

(12 citation statements)

References 50 publications

(51 reference statements)

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“…Thiosemicarbazones are a significant family of Schiff bases not only in terms of their coordination capacity, but their analytical, biological and pharmacological properties. [1][2][3][4][5][6] In the past several years, many metal compounds have been derived from thiosemicarbazones. For example, Yang et al proposed the use of a metal pro-drug whose design is based on the natural HSA IIA subdomain and the known cancer cell to improve the anti-cancer activity and selectivity of drugs.…”

Section: Introductionmentioning

confidence: 99%

“…2,4 For example, some fluorescence and colorimetric sensors based on thiosemicarbazones have been designed to identify metal ions which are reactive and toxic in biology e.g., Cu 2+ , Hg 2+ and In 3+ . 5,6,12,13 Among thiosemicarbazones with excellent biological activities, 2,[14][15][16] the most outstanding representative of this family is 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (Triapine), which is a potent inhibitor of ribonucleotide reductase and employed in phase I and II clinical tests for treatment of a variety of malignancies at present. 17,18 Though the mechanisms involved in the biological activities of thiosemicarbazones are controversial in many ways to date, it is well-accepted that the biological activities are also intensely connected to their ability to form complexes with metals.…”

Section: Introductionmentioning

confidence: 99%

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Cu(ii), Ga(iii) and In(iii) complexes of 2-acetylpyridine N(4)-phenylthiosemicarbazone: synthesis, spectral characterization and biological activities

et al. 2017

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In this paper, synthesis and characterization of metal complexes [Cu(L)]ClO (), [Ga(L)]NO·2HO () and [In(L)]NO·HO () (HL = 2-acetylpyridine (4)-phenylthiosemicarbazone) was carried out, including elemental analysis, spectral analysis (IR, UV-vis, NMR), and X-ray crystallography. Complex contains one S-bridged binuclear [Cu(L)] unit, where two Cu atoms display diverse coordination geometries: one being square planar geometry and the other octahedral geometry. Both and are mononuclear complexes, and the metal centers in and are chelated by two NNS tridentate ligands possessing a distorted octahedral geometry. Biological studies show that all the complexes possess a wide spectrum of modest to effective antibacterial activities and remarkable cytotoxicities against HepG2 cells, and , in particular, with an IC value of 0.19 ± 0.06 μM, is 113-fold and 28-fold more cytotoxic than HL and the antitumor drug mitoxantrone, respectively. In addition, exhibits excellent photoluminescence properties. Upon the addition of equiv of In ions, a remarkable fluorescence intensity of HL and fluorescent color change (from transparent to light-green) could be observed with 365 nm light, indicating that this ligand may be used as a promising colorimetric and fluorescent probe for In detection.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Cu(ii), Ga(iii) and In(iii) complexes of 2-acetylpyridine N(4)-phenylthiosemicarbazone: synthesis, spectral characterization and biological activities

et al. 2017

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“…They used a doubly armed hydrazone-based probe (FLRHYDDFP) to continuously detect Cu 2+ , PPi, and ALP with high sensitivity. Compared with Pandith et al, we designed a Schiff base derivative, which has excellent ability for metal ion detection with highly flexible, efficient, selective, and easily applicable structure [51–53]. Our probe was synthesized easily and cheaply by one step.…”

Section: Introductionmentioning

confidence: 99%

Smart probe for simultaneous detection of copper ion, pyrophosphate, and alkaline phosphatase in vitro and in clinical samples

2019

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Wilson’s disease (WD), which might lead to acute liver failure, is an inherited disorder characterized by accumulation of copper (Cu 2+ ) in the brain, the liver, and other vital organs. In the clinic, decreased serum alkaline phosphatase (ALP) concentration is used for WD diagnosis. But to the best of our knowledge, using a fluorescent probe to simultaneously detect multiple factors in WD (e.g., Cu 2+ , pyrophosphate (PPi), and ALP) has not been reported. Herein, we rationally designed a fluorescent switch (E)-8-((4-methylbenzylidene)amino)napthalen-1-amine ( L ) and successfully applied it for sequential and selective detections of Cu 2+ , PPi, and ALP in vitro, in living cells and synovial fluid samples with “Off,” “On,” and “Off” fluorescence signals, respectively. Considering the obvious correlations among Cu 2+ , PPi, and ALP in WD, we envision that our fluorescent probe L could be applied to in vitro diagnosing WD in the near future. Electronic supplementary material The online version of this article (10.1007/s00216-019-02027-2) contains supplementary material, which is available to authorized users.

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“…Copper (Cu), as the third-most abundant transition metal after Fe and Zn in the human body, has important physiological roles in many biological systems [1][2][3]. However, overloading of Cu in organisms can cause serious danger, resulting in not only liver and kidney damage, but also severe oxidative stress and neurodegenerative diseases [4][5][6][7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Colorimetric and fluorescent probes for real-time naked eye sensing of copper ion in solution and on paper substrate

Chen

Zong

et al. 2017

R. Soc. open sci.

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In this paper, BT ((E)-2-(4-(4-(bis(pyridin-2-ylmethyl)amino)styryl)-3-cyano-5,5-dimethylfuran-2(5H)-ylidene)malononitrile) with strong donor–π-acceptor structure was synthesized, which showed both colorimetric and fluorescent sensing ability toward Cu2+ with high selectivity and sensitivity. Job plot and mass spectra measurement revealed a 1 : 1 coordination mode between Cu2+ and probe BT in ethanol/HEPES (1 : 4 v/v) buffer (pH 7.2) solution, and the binding constant was calculated to be 3.6 × 104 M–1. The colour of BT solution (10 µM) immediately turned from purple red to yellow and the red fluorescence was quenched obviously when a certain amount of Cu2+ was added, which enabled a dual-channel detection of Cu2+. A paper strip pre-stained with BT solution was further fabricated and it also showed excellent sensing ability toward Cu2+ with a detection limit as low as 10−6 M with the naked eye, which represents better portability and operation simplicity that is favourable for on-site analysis of Cu2+ in water.

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A simple Schiff base fluorescence probe for highly sensitive and selective detection of Hg2+and Cu2+

Cited by 62 publications

References 50 publications

Cu(ii), Ga(iii) and In(iii) complexes of 2-acetylpyridine N(4)-phenylthiosemicarbazone: synthesis, spectral characterization and biological activities

Cu(ii), Ga(iii) and In(iii) complexes of 2-acetylpyridine N(4)-phenylthiosemicarbazone: synthesis, spectral characterization and biological activities

Smart probe for simultaneous detection of copper ion, pyrophosphate, and alkaline phosphatase in vitro and in clinical samples

Colorimetric and fluorescent probes for real-time naked eye sensing of copper ion in solution and on paper substrate

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