Rapid detection of hydrazine in a naphthol-fused chromenyl loop and its effectiveness in human lung cancer cells: tuning remarkable selectivity via the reaction altered pathway supported by theoretical studies

Shyamaprosad Goswami; Avijit Kumar Das; Urmila Saha; Sibaprasad Maity; Kalyani Khanra; Nandan Bhattacharyya

doi:10.1039/C4OB01842G

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Rapid detection of hydrazine in a naphthol-fused chromenyl loop and its effectiveness in human lung cancer cells: tuning remarkable selectivity via the reaction altered pathway supported by theoretical studies†

Shyamaprosad Goswami,*^a Avijit Kumar Das,^a Urmila Saha,^b Sibaprasad Maity,^ac Kalyani Khanra^d and Nandan Bhattacharyya^d

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* Corresponding authors

^a Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, West Bengal, India
E-mail: spgoswamical@yahoo.com

^b Jadavpur University, Jadavpur, Kolkata, West Bengal, India

^c Department of Applied Sciences, Haldia Institute of Technology, Hatiberia, Haldia, West Bengal-721657, India

^d Panskura Banamali College, Panskura, India

Abstract

Our designed and synthesized chemosensor naphthalene based chromenyl derivative (NAC) [1-(3-hydroxy-3 methyl-3H-benzo[f]chromen-2-yl) ethanone] has been used for fast (<30 s, DL = 0.22 ppb) and selective detection of N₂H₄ by a new way via the chromenyl ring opening followed by the pyrazole ring formation giving a strong blue fluorescence. The DFT study and the real application in different water samples along with the dipstick method in low cost devices have also been performed here. Human lung cancer cells (NCI-H460) have been used for hydrazinolysis of the NAC in vivo system for detection by the appearance of blue fluorescence and also for the MTT assay showing its remarkable cancer sensitivity.

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DOI: https://doi.org/10.1039/C4OB01842G
Article type: Paper
Submitted: 29 Aug 2014
Accepted: 05 Dec 2014
First published: 05 Dec 2014

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Org. Biomol. Chem., 2015,13, 2134-2139

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Rapid detection of hydrazine in a naphthol-fused chromenyl loop and its effectiveness in human lung cancer cells: tuning remarkable selectivity via the reaction altered pathway supported by theoretical studies

S. Goswami, A. K. Das, U. Saha, S. Maity, K. Khanra and N. Bhattacharyya, Org. Biomol. Chem., 2015, 13, 2134 DOI: 10.1039/C4OB01842G

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Organic & Biomolecular Chemistry

Rapid detection of hydrazine in a naphthol-fused chromenyl loop and its effectiveness in human lung cancer cells: tuning remarkable selectivity via the reaction altered pathway supported by theoretical studies†

Abstract

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Rapid detection of hydrazine in a naphthol-fused chromenyl loop and its effectiveness in human lung cancer cells: tuning remarkable selectivity via the reaction altered pathway supported by theoretical studies

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