Highly Selective and Sensitive Dual Channel New Schiff base Chemosensor based on 5-bromo-2-hydroxybenzaldehyde and its Co(II), Ni(II), Cu(II) and Zn(II) Complexes - Synthesis, Spectral and Theoretical characterization and Pharmacological applications

In recent times many research activities have been carried out to prove the metal ion detection ability of Schiff bases. [13,14] In the present study, a new Schiff base has been synthesized from 5-bromo-2- hydroxybenzaldehyde and naphthalene-1,8-diamine and it is complexated with Co(II), Ni(II), Cu(II) and Zn(II) ions. The biological application of all the compounds has been analyzed and metal ions recognition property of the Schiff base has also been studied.
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Highly Selective and Sensitive Dual Channel New Schiff base Chemosensor based on 5-bromo-2-hydroxybenzaldehyde and its Co(II), Ni(II), Cu(II) and Zn(II) Complexes - Synthesis, Spectral and Theoretical characterization and Pharmacological applicationsCite this paper: Vietnam J. Chem., 2023, 61(4), 429-444 Research articleDOI: 10.1002/vjch.202200150 Highly Selective and Sensitive Dual Channel New Schiff base Chemosensor based on 5-bromo-2-hydroxybenzaldehyde and its Co(II), Ni(II), Cu(II) and Zn(II) Complexes - Synthesis, Spectral and Theoretical characterization and Pharmacological applications Sambamoorthy Santhi1*, Rajalingam Renganathan2, Subbiah Amala1, Gobalakrishnan Suganya1, Karikalan Abinaya1 1 PG and Research Department of Chemistry, Seethalakshmi Ramaswami College Tiruchirappalli 620 002, Tamil Nadu, India 2 School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, India Submitted August 14, 2022; Revised November 7, 2022; Accepted May 3, 2023Abstract A new Schiff base N,N’-Bis(5-Bromosalicylidine)-1,8-diaminonaphthalene (BBSDN) and its Co(II),Ni(II),Cu(II)and Zn(II) complexes were synthesized. All the compounds were characterized by various spectral studies (IR, UV, 1HNMR, 13C NMR and EI-Mass) and DFT calculations. Conductance measurements, magnetic study and metal estimationstudies were performed for the complexes to establish the structure. Thermal studies were done to account for thecoordination of water molecules. Redox property of the synthesized complexes was established by Cyclic Voltammetrystudies. Synthesized compounds were screened against fungal and bacterial pathogens and in most of the cases thecomplexes were found to be more active than the Schiff base. MIC value for copper and zinc complexes against thefungal pathogen Candida albicans are determined as 25 ppm and 10 ppm respectively. Metal ion pertinency of theSchiff base was investigated by absorption and fluorescence methods and was found to be highly selective and sensitivefor the detection of Cu(II) ion. Mode of interaction has been proved through 1H NMR titrations and the interaction isexplained as due to CHEQ mechanism. Stability constant of the complex formed during the detection process wasdetermined by Benesi-Hildebrand plot. Detection limit was computed as 1.46410-6M. The chemosensor property of theSchiff base is applied in bioimaging studies on HeLa cell lines. Keywords. Schiff base, chemosensor, bioimaging, coordination chemistry, transition metal complexes.1. INTRODUCTION with selectivity and sensitivity is an active field of supramolecular chemistry for biological as well asCoordination chemistry may be considered as an analytical and environmental problems.[10,11] In theinterdisciplinary arena involving inorganic present scenario, researchers do exhibit profoundchemistry, organic chemistry and structural penchant in the construction of fluorescent probes forchemistry, overcoming boundaries in between them. the detection of metal ions as well as anions.[12] InSchiff bases, condensation products of amines and recent times many research activities have beenreactive aldehydes, are important compounds with carried out to prove the metal ion detection ability ofvarious potential applications.[1] Schiff base Schiff bases.[13,14] In the present study, a new Schiffcompounds are one of the most extensively used base has been synthesized from 5-bromo-2-ligands in the field of coordination chemistry hydroxybenzaldehyde and naphthalene-1,8-diaminebecause of structural flexibility and their application and it is complexated with Co(II), Ni(II), Cu(II) andin various fields.[2,3] A large number of Schiff bases Zn(II) ions. The biological application of all theand their complexes have been studied for their compounds has been analyzed and metal ionsimportant biological properties like antidiabetic,[4] recognition property of the Schiff base has also beenantioxidant,[5] antimicrobial,[6] antifungal,[7] studied. [8]anticancer and complexing ability towards some 2. MATERIALS AND METHODStoxic metals.[9] The design and synthesis of fluorescent probes 2.1. Materials429 Wiley Online Library © 2023 Vietnam Academy of Science and Technology, Hanoi & Wiley-VCH GmbH ...