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Vol. 36 No. 4 (2024): Vol 36 Issue 4, 2024

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Synthesis of Quinoline-based New Organic Chemosensors and its Application in Fluorophoric Detection of Metal-ions in Environmental Samples and Confirmation of Results using Molecular Modelling: A Complete Study

https://doi.org/10.14233/ajchem.2024.31322
M.S. Thakare
Department of Chemistry, Pratap College Campus (Autonomous), Amalner-425401, India
https://orcid.org/0000-0002-1231-7668
A.K. Yadav
Department of Civil Engineering, Rajkiya Engineering College, Ambedkar Nagar-224122, India
https://orcid.org/0009-0004-0462-4512
D. Domyati
Department of Chemistry, College of Science, University of Jeddah, P.O. Box 80327, Jeddah 21589, Saudi Arabia
https://orcid.org/0000-0002-7866-0119
K.K. Joshi
Department of Chemistry, Lovely Professional University, Jalandhar-144001, India
https://orcid.org/0009-0008-4832-6989
M.S. Patel
Mohammed Al-Mana College for Medical Sciences, Dammam, Saudi Arabia
https://orcid.org/0000-0002-8548-6489
V.S. Talismanov
Department of Chemistry, Moscow Institute of Physics and Technology, Dolgoprudny, Moscow Region, 141701, Russian Federation
https://orcid.org/0000-0003-0511-9943
G.S. Sundari
Department of Physics, Koneru Lakshmaiah Education Foundation, Vaddeswaram, Guntur-522502, India
https://orcid.org/0000-0002-2503-2952
V. Prakash
Department of Applied Sciences, Global Group of Institutes, Amritsar-143501, India
https://orcid.org/0000-0002-7829-151X
S. Sehlangia
School of Basic Sciences, Indian Institute of Technology Mandi, Kamand-175005, India
https://orcid.org/0000-0001-7857-9583

Corresponding Author(s) : A.K. Yadav

avaneesh@recabn.ac.in

Asian Journal of Chemistry, Vol. 36 No. 4 (2024): Vol 36 Issue 4, 2024

Abstract

Quinoline-based two new ligands have been synthesized (QL1 and QL2) by reacting 8-quinoline carboxylic acid with derivatives of L-valine under a condensation reaction. The synthesized ligands were characterized by spectroscopic techniques such as 1H NMR, UV, IR, HRMS and CHNS. The 3D structures of both ligands were optimized for the lowest energy and the HOMO-LUMO orbitals were developed. The photoluminescence analysis of both ligands showed the fluorescence emission wavelengths on 492 and 508 nm, respectively for QL1 and QL2. The substituents on the quinoline ring influence the change in fluorescence emission wavelengths. Synthesized ligands acted as selective fluorescence turn-off chemosensors for Cu2+ ions and demonstrated the sensitive detection of Cu2+ ions in different water samples at the nanomolar scale. The interaction between metal ion and ligands were also studied by developing DFT structures.

Keywords

Quinoline L-valine Derivatization Fluorescent probes Chemosensor Environmental samples
Thakare, M., Yadav, A., Domyati, D., Joshi, K., Patel, M., Talismanov, V., … Sehlangia, S. (2024). Synthesis of Quinoline-based New Organic Chemosensors and its Application in Fluorophoric Detection of Metal-ions in Environmental Samples and Confirmation of Results using Molecular Modelling: A Complete Study. Asian Journal of Chemistry, 36(4), 929–934. https://doi.org/10.14233/ajchem.2024.31322
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References
  1. J. Liu, Z. Yang, B. Ye, Z. Zhao, Y. Ruan, T. Guo, X. Yu, G. Chen and S. Xu, J. Mater. Chem. C, 7, 4934 (2019); https://doi.org/10.1039/C8TC06292G
  2. S. Sehlangia, S. Sharma, S.K. Sharma and C.P. Pradeep, Mater. Adv., 2, 4643 (2021); https://doi.org/10.1039/D1MA00215E
  3. S. Sehlangia, N. Nayak, N. Garg and C.P. Pradeep, ACS Omega, 7, 24838 (2022); https://doi.org/10.1021/acsomega.2c03047
  4. B. Li, T. He, X. Shen, D. Tang and S. Yin, Polym. Chem., 10, 796 (2019); https://doi.org/10.1039/c8py01396a
  5. S. Sehlangia, M. Devi, N. Nayak, N. Garg, A. Dhir and C.P. Pradeep, ChemistrySelect, 5, 5429 (2020); https://doi.org/10.1002/slct.202000674
  6. S. Alwera, ACS Sustain. Chem. Eng., 6, 11653 (2018); https://doi.org/10.1021/acssuschemeng.8b01869
  7. S. Alwera and R. Bhushan, Biomed. Chromatogr., 30, 1223 (2016); https://doi.org/10.1002/bmc.3671
  8. M. Albrecht, M. Fiege and O. Osetska, Coord. Chem. Rev., 252, 812 (2008); https://doi.org/10.1016/j.ccr.2007.06.003
  9. C. W. Tang and S. A. Van Slyke, Appl. Phys. Lett., 51, 913 (1987); https://doi.org/10.1063/1.98799
  10. S. Sharma and K.S. Ghosh, Spectrochim. Acta A Mol. Biomol. Spectrosc., 254, 119610 (2021); https://doi.org/10.1016/j.saa.2021.119610
  11. F. Abebe, J. Gonzalez, K. Makins-Dennis and R. Shaw, Inorg. Chem. Commun., 120, 108154 (2020); https://doi.org/10.1016/j.inoche.2020.108154
  12. P. Patil, P.S. Sehlangia, A. Patil, C. Pradeep, S.K. Sahoo and U. Patil, Spectrochim. Acta A Mol. Biomol. Spectrosc., 220, 117129 (2019); https://doi.org/10.1016/j.saa.2019.05.03
  13. V. Alwera, S. Sehlangia and S. Alwera, Sep. Sci. Technol., 56, 2278 (2021); https://doi.org/10.1080/01496395.2020.1819826
  14. S. Alwera, V. Alwera and S. Sehlangia, Biomed. Chromatogr., 34, e4943 (2020); https://doi.org/10.1002/bmc.4943
  15. S. Alwera, and R. Bhushan, Biomed. Chromatogr., 30, 1772 (2016); https://doi.org/10.1002/bmc.3752
  16. S.M. Saleh, R. Ali, F. Alminderej and I.A.I. Ali, Int. J. Anal. Chem., 2019, 7381046 (2019); https://doi.org/10.1155/2019/7381046
  17. N. Chaudhary, P.K. Gupta, S. Eremin and P.R. Solanki, J. Environ. Chem. Eng., 8, 103720 (2020); https://doi.org/10.1016/j.jece.2020.103720
  18. G. Sivaraman, M. Iniya, T. Anand, O. Sunnapu, S. Singaravadivel, N.G. Kotla, A. Gulyani and D. Chellappa, Coord. Chem. Rev., 357, 50 (2018); https://doi.org/10.1016/j.ccr.2017.11.020
  19. S. Liu, Y. M. Wang and J. Han, J. Photochem. Photobiol. C: Photochem., 32, 78 (2017); https://doi.org/10.1016/j.jphotochemrev.2017.06.002
  20. V. Alwera, S. Sehlangia, and S. Alwera, J. Liq. Chromatogr. Rel. Technol., 43, 742 (2020); https://doi.org/10.1080/10826076.2020.1798250
  21. Raffiunnisa, N. Jaishetty, P. Ganesh, M.S. Patel, V.S. Talismanov, S. Alwera and S. Sehlangia, Asian J. Chem., 35, 1855 (2023); https://doi.org/10.14233/ajchem.2023.28037
  22. M. Schaefer, N. Hanik and A.F.M. Kilbinger, Macromolecules, 45, 6807 (2012); https://doi.org/10.1021/ma301061z
  23. E.C. Davison, I.T. Forbes, A.B. Holmes and J.A. Warner, Tetrahedron, 52, 11601 (1996); https://doi.org/10.1016/0040-4020(96)00643-6
  24. A. Edwardsa and M. Rubina, Org. Biomol. Chem., 14, 2883 (2016); https://doi.org/10.1039/C6OB00156D
  25. L. Zhang, X. J. Wang, J. Wang, N. Grinberg, D.K. Krishnamurthy and C.H. Senanayake, Tetrahedron Lett., 50, 2964 (2009); https://doi.org/10.1016/j.tetlet.2009.03.220
  26. S. Alwera and R. Bhushan, J. Liq. Chromatogr. Rel. Technol., 40, 707 (2017); https://doi.org/10.1080/10826076.2017.1348954
  27. S. Alwera and R. Bhushan, Biomed. Chromatogr., 31, e3983 (2017); https://doi.org/10.1002/bmc.3983
  28. V. Alwera, S. Sehlangia, and S. Alwera, Biomed. Chromatogr, 34, e4954 (2020); https://doi.org/10.1002/bmc.4954
  29. H.S. Shehri, V. Alwera, K.C. Nilugal, K.K. Joshi and S. Alwera, Asian J. Chem., 34, 376 (2022); https://doi.org/10.14233/ajchem.2022.23550
  30. D.J. Hardee, L. Kovalchuke and T.H. Lambert, J. Am. Chem. Soc., 132, 5002 (2010); https://doi.org/10.1021/ja101292a
  31. G. Yuan, G. Hu, W. Shan, S. Jin, Q. Gu and J. Chen, Dalton Trans, 44, 17774 (2015); https://doi.org/10.1039/C5DT02692J
  32. Y. Huo, J. Lu, S. Hu, L. Zhang, F. Zhao, H. Huang, B. Huang and L. Zhang, J. Mol. Struct., 1083, 144 (2015); https://doi.org/10.1016/j.molstruc.2014.11.029
  33. J. Bell, I. Samb, P.Y. Toullec, O. Mongin, M.B. Desce, V. Michelet and I. Leray, New J. Chem., 38, 1072 (2014); https://doi.org/10.1039/C3NJ01308A
  34. M. Devi, A. Dhir and C.P. Pradeep, New J. Chem., 40, 1269 (2016); https://doi.org/10.1039/C5NJ02175H
  35. G.L. Long and J.D. Winefordner, Anal. Chem., 55, 712A (1983); https://doi.org/10.1021/ac00258a001
  36. P. Job, Ann. Chim., 9, 113 (1928).
  37. T.I. Ahmed, V. Alwera, V.S. Talismanov, N. Jaishetty, S. Sehlangia and S. Alwera, Asian J. Chem., 34, 1212 (2022); https://doi.org/10.14233/ajchem.2022.23706
  38. H.S. Shehri, M.S. Patel, S. Alwera, V.S. Talismanov, V. Alwera and J.R. Macadangdang, Asian J. Chem., 34, 673 (2022); https://doi.org/10.14233/ajchem.2022.23578
  39. B. Kaur, N. Kaur and S. Kumar, Coord. Chem. Rev., 358, 13 (2018); https://doi.org/10.1016/j.ccr.2017.12.002
  40. M. Rajasekar, S. G. S. Agash, C. Narendran and K. Rajasekar, Inorg. Chem. Commun., 151, 110609 (2023); https://doi.org/10.1016/j.inoche.2023.110600
  41. A. Ramdass, V. Sathish, E. Babu, M. Velayudham, P. Thanasekaran and S. Rajagopal, Coord. Chem. Rev., 343, 278 (2017); https://doi.org/10.1016/j.ccr.2017.06.002
  42. T. Chopra, S. Sasan, L. Devi, R. Parkesh and K.K. Kapoor, Coord. Chem. Rev., 470, 214704 (2022); https://doi.org/10.1016/j.ccr.2022.214704
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