Picoline Based Fluorescence ‘Turn-On’ Chemosensor for Zinc(II) Ion Recognition, Cell Imaging and Cytotoxicity Study: Synthesis, Crystal Structure, Spectroscopy and DFT

33 Pages Posted: 16 Jul 2020

See all articles by Abhimanyu Jana

Abhimanyu Jana

affiliation not provided to SSRN

Abhishek Aher

Centre for DNA Fingerprinting and Diagnostics

Paula Brandao

affiliation not provided to SSRN

Syed Samin Ali

affiliation not provided to SSRN

Sandip Kumar Samanta

affiliation not provided to SSRN

Gopinath Mondal

affiliation not provided to SSRN

Pradip Bera

affiliation not provided to SSRN

Ananyakumari Santra

affiliation not provided to SSRN

Sunil Kumar Manna

Centre for DNA Fingerprinting and Diagnostics - Laboratory of Molecular Oncology

Ajit Kumar Mahapatra

affiliation not provided to SSRN

Pulakesh Bera

affiliation not provided to SSRN

Abstract

A new picoline based ligand, namely 2-hydroxy-5-methyl-3-[{(6-methylpyridin-2-yl)imino}methyl]benzaldehyde ( L ) and it’s zinc(II) complex, Zn(L) 2 ( 1 ) have been synthesized and structurally characterized. The ligand ( L ) selectively interacts with Zn 2+ ion in presence of series of cations in CH 3 CN-H 2 O (v/v 1:1) in 1 mM HEPES buffer (pH 7.2). The fluorescence intensity of L is significantly enhanced, and it is increased to 52 times on coordination with Zn(II) ion. The fluorescence intensity value of the L does not show any significant change in the pH range 5 to 9, while the extent of emission phenomenon with Zn(II) ions is observed in the said pH range. The detection limit (0.36 µM) and association constant (log K app = 13.25) are evaluated by the fluorescence emission experiment. The probe shows reversibility in addition of dihydrogen phosphate (H 2 PO 4 – ) ion to the 1 . Additionally, the ‘turn-on’ fluorescence probe has sufficient cell permeability and intracellular Zn(II) sensing property as envisaged from the microscopic imaging in HEK293T cells. Both L and ZnL 2 ( 1) are innocuous against PBMC (peripheral blood mononuclear cells) but effective antitumor agents against U-937 cancer cells.

Keywords: Picoline-phenol, Zinc sensor, Crystallography, cytotoxicity, cell imaging, antitumor activity

Suggested Citation

Jana, Abhimanyu and Aher, Abhishek and Brandao, Paula and Ali, Syed Samin and Samanta, Sandip Kumar and Mondal, Gopinath and Bera, Pradip and Santra, Ananyakumari and Manna, Sunil Kumar and Mahapatra, Ajit Kumar and Bera, Pulakesh, Picoline Based Fluorescence ‘Turn-On’ Chemosensor for Zinc(II) Ion Recognition, Cell Imaging and Cytotoxicity Study: Synthesis, Crystal Structure, Spectroscopy and DFT. Available at SSRN: https://ssrn.com/abstract=3648655

Abhimanyu Jana

affiliation not provided to SSRN

No Address Available

Abhishek Aher

Centre for DNA Fingerprinting and Diagnostics ( email )

Nacharam
Hyderabad
India

Paula Brandao

affiliation not provided to SSRN

No Address Available

Syed Samin Ali

affiliation not provided to SSRN

No Address Available

Sandip Kumar Samanta

affiliation not provided to SSRN

No Address Available

Gopinath Mondal

affiliation not provided to SSRN

No Address Available

Pradip Bera

affiliation not provided to SSRN

Ananyakumari Santra

affiliation not provided to SSRN

No Address Available

Sunil Kumar Manna

Centre for DNA Fingerprinting and Diagnostics - Laboratory of Molecular Oncology ( email )

Nacharam
Hyderabad
India

Ajit Kumar Mahapatra

affiliation not provided to SSRN

No Address Available

Pulakesh Bera (Contact Author)

affiliation not provided to SSRN

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