Deciphering the Interaction of a Macrocyclic Tetranuclear Zn(II) complex with Biomimicking Surfactant: A Case Study using Cetyltrimethylammonium Bromide

The detection of various biologically important cationic and anionic species has led to the synthesis of various Zinc (II) Schiff base complexes, which bear a large application in catalysis and sensors. A recently reported study has indicated a synthesis of a 48 membered macrocyclic Zn(II) Schiff base complex, which functions as a dual anion sensor (DAS) containing a protonated amine group. In the present investigation, an attempt has been made to study the interaction of the Zn tetranuclear complex (Zn-TCom), a neutral complex, with a cationic surfactant cetyltrimethylammonium bromide (CTAB), employing steady-state absorption and fluorescence studies. The change in the photophysical properties of the fluorophore is studied on binding with the surfactant. The steady-state absorption and emission studies reveal that the polarity of the surrounding of the fluorophore has been modified upon binding with CTAB. A study on the alteration of polarity during the interaction of Zn-TCom with the surfactant is studied by comparing the fluorescence behavior of the probes in a micro heterogeneous environment in a mixture of dioxane and water of varying composition. The binding constant magnitude (analyzed using the Hildebrand equation) manifests that the Schiff base binds to the micellar compartment. These results are manifested to enhance the potential application of the macrocyclic complex in the field of biochemistry. Furthermore, quantum chemical calculations are undertaken to correlate the molecular structure of Zn-TCom with the associated frontier molecular orbitals. The parameters like the energy of HOMO, LUMO and the associated Mulliken charges with respect to individual elements are computed using the single point geometry. The studied reports are correlated with the feasibility of binding with bio mimicking environment or bio proteins for selective application as drug carriers.

[1]  J. Mukhopadhyay,et al.  Probing the binding interaction of zinc (II) Schiff bases with bovine serum albumin: A spectroscopic and molecular docking study , 2021 .

[2]  Wei-Lin Jin,et al.  The updated landscape of tumor microenvironment and drug repurposing , 2020, Signal Transduction and Targeted Therapy.

[3]  M. Aapro,et al.  BONE HEALTH IN CANCER: ESMO CLINICAL PRACTICE GUIDELINES. , 2020, Annals of oncology : official journal of the European Society for Medical Oncology.

[4]  E. K. İnal.  A Fluorescent Chemosensor Based on Schiff Base for the Determination of Zn2+, Cd2+and Hg2+ , 2020, Journal of Fluorescence.

[5]  Ahmed Bari,et al.  Schiff-Based Fluorescent-ON Sensor L Synthesis and Its Application for Selective Determination of Cerium in Aqueous Media , 2020, J. Sensors.

[6]  F. Hattab.  An Update on Fluorides and Fluorosis with Reference to Oral Health Status in the Gulf Region: Review , 2020 .

[7]  Ioannis D. Karantas,et al.  Recent trends on wound management: New therapeutic choices based on polymeric carriers , 2020, Asian journal of pharmaceutical sciences.

[8]  S. Zabin,et al.  New Schiff bases of 2-(quinolin-8-yloxy)acetohydrazide and their Cu(ii), and Zn(ii) metal complexes: their in vitro antimicrobial potentials and in silico physicochemical and pharmacokinetics properties , 2020 .

[9]  G. Assefa,et al.  Bone quality in fluoride-exposed populations: A novel application of the ultrasonic method , 2019, Bone reports.

[10]  E. Kataev,et al.  Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions , 2019, ChemistryOpen.

[11]  R. Deepika,et al.  Mysterious Mineral: Fluoride , 2019 .

[12]  A. Pandey,et al.  Photometric Study of the Interaction of Zinc (II) Complexes of Schiff Bases with Cetyltrimethyl Ammonium Bromide , 2019, Macromolecular Symposia.

[13]  W. Al Zoubi,et al.  Synthesis and bioactivity studies of novel Schiff bases and their complexes , 2019, Journal of Physical Organic Chemistry.

[14]  Loai K. E. A. Abdelmohsen,et al.  Adaptive Polymeric Assemblies for Applications in Biomimicry and Nanomedicine , 2019, Biomacromolecules.

[15]  D. Das,et al.  A macrocyclic tetranuclear ZnII complex as a receptor for selective dual fluorescence sensing of F− and AcO−: effect of a macrocyclic ligand , 2019, New Journal of Chemistry.

[16]  Ki‐Hyun Kim,et al.  A review of the applications of Schiff bases as optical chemical sensors , 2019, TrAC Trends in Analytical Chemistry.

[17]  Declan T Waugh.  Fluoride Exposure Induces Inhibition of Sodium/Iodide Symporter (NIS) Contributing to Impaired Iodine Absorption and Iodine Deficiency: Molecular Mechanisms of Inhibition and Implications for Public Health , 2019, International journal of environmental research and public health.

[18]  Jianhai Yang,et al.  Strategies to improve micelle stability for drug delivery , 2018, Nano Research.

[19]  M. Ehrampoush,et al.  Impact of Drinking Water Fluoride on Human Thyroid Hormones: A Case- Control Study , 2018, Scientific Reports.

[20]  Md Saddam Hossain,et al.  Selected Schiff base coordination complexes and their microbial application: A review , 2018 .

[21]  Y. Nakama,et al.  Chapter 15 – Surfactants , 2017 .

[22]  V. Ramamurthy,et al.  Supramolecular Photochemistry as a Potential Synthetic Tool: Photocycloaddition , 2016 .

[23]  V. I. Martynov,et al.  Synthetic Fluorophores for Visualizing Biomolecules in Living Systems , 2016, Acta naturae.

[24]  M. Lennon,et al.  Fluoride and Oral Health. , 2016, Community dental health.

[25]  Madhuri S. Kurdi.  Chronic fluorosis: The disease and its anaesthetic implications , 2016, Indian journal of anaesthesia.

[26]  Wei Zhu,et al.  Next Generation of Fluorine-Containing Pharmaceuticals, Compounds Currently in Phase II-III Clinical Trials of Major Pharmaceutical Companies: New Structural Trends and Therapeutic Areas. , 2016, Chemical reviews.

[27]  G. Sposito.  Gouy-Chapman Theory , 2016 .

[28]  J. Enderle.  Biochemical Reactions and Enzyme Kinetics , 2012 .

[29]  J. Hoek,et al.  Acetate Causes Alcohol Hangover Headache in Rats , 2010, PloS one.

[30]  E. Lissi,et al.  Photoprocesses in microaggregates. , 2004, Accounts of chemical research.

[31]  J. Eisman,et al.  The epidemiology and pathogenesis of osteoporosis. , 1997, Bailliere's clinical endocrinology and metabolism.

[32]  K. Phipps.  Fluoride and bone health. , 1995, Journal of public health dentistry.

[33]  D. Stigter.  Micelle formation by ionic surfactants. III. Model of Stern layer, ion distribution, and potential fluctuations , 1975 .

[34]  Joel H. Hildebrand,et al.  A Spectrophotometric Investigation of the Interaction of Iodine with Aromatic Hydrocarbons , 1949 .