Issue

Vol. 37 No. 5 (2025): Vol 37 Issue 5, 2025

Copyright (c) 2025 P. Bhuvanesh, Jerin. J. P, S. Dhruva Prasad, Narayanasamy. K, Jayaprakash Rajendran

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Biological Efficacy Studies of Theoretically Examined L-Valine based Schiff Base

https://doi.org/10.14233/ajchem.2025.33304
P. Bhuvanesh
Department of Pathology and Microbiology, Sri Sairam Homoepathy Medical College and Research Centre, The Tamilnadu Dr. M.G.R Medical University Chennai-600044, India
https://orcid.org/0000-0003-2148-8618
J.P. Jerin
Chettinad Homoeopathy Medical School and Hospital, Chettinad Hospital and Research Institute, Chettinad Academy of Research and Education, Kelambakkam-603103, India
https://orcid.org/0000-0001-9646-0607
S. Dhruva Prasad
Department of Swasthavritta & Yoga, Sri Sri College of Ayurvedic Science & Research Hospital, Sri Sri University, Cuttack-754006, India
https://orcid.org/0000-0003-1566-0311
Narayanasamy. K
Department of Epidemiology, The Tamilnadu Dr. M.G.R Medical University, Guindy, Chennai-600032, India
https://orcid.org/0009-0008-8358-8570
R. Jayaprakash
Department of Chemistry, School of Arts and Science, Vinayaka Mission’s Chennai Campus, Vinayaka Mission’s Research Foundation (Deemed University), Paiyanur, Chennai-603104, India
https://orcid.org/0000-0002-4323-4910

Corresponding Author(s) : R. Jayaprakash

jayaprakashsangee1977@gmail.com

Asian Journal of Chemistry, Vol. 37 No. 5 (2025): Vol 37 Issue 5, 2025

Abstract

This study reported the effectiveness of the newly synthesized Schiff base, 2-{(E)-[(2,4-dihydroxyphenyl)methylidene]amino}-3-methyl-butanoic acid (LVDHBSB) from chiral L-valine and 2,4-dihydroxy benzaldehyde and characterized with UV, FTIR and 1H NMR techniques. The QSAR, DFT and docking properties in silico studies of the novel Schiff base were also performed. From the results, this work conducted the brine shrimp toxicity, antimicrobial, antidiabetic and antioxidant activities to confirm the biological efficacy of novel L-valine based Schiff base compound. The docking analysis against seven proteins showed the binding scores of -3 to -9 kcal/mol. The Schiff base is supported regardless of the docking values (from -30.49 to -49.86 kcal/mol) in the offline workbench-3. Experimental biological tests exposed good results in brine shrimp lethal assay (LC50 = 208.45 µg/mL), antibacterial activity (ZI = 9-13 mm/150 µg/mL, MIC = 100-150 µg/mL), antidiabetic activity (IC50 = 504.54 µg/mL) and antioxidant (IC50 = 1773 µg/mL) respectively. The compound exhibited good antimicrobial activity within the toxicity limit and the other results are higher than LC50.

Keywords

L-Valine Schiff base QSAR Docking studies Biological studies
(1)
Bhuvanesh, P.; Jerin, J.; Prasad, S. D.; Narayanasamy, K.; Jayaprakash, R. Biological Efficacy Studies of Theoretically Examined L-Valine Based Schiff Base. ajc 2025, 37, 1017-1024.
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. R. Filip, R.G. Puscaselu, L. Anchidin-Norocel, M. Dimian and W.K. Savage, J. Pers. Med., 12, 1295 (2022); https://doi.org/10.3390/jpm12081295
  2. G.K. Ayyadurai and R. Jayaprakash, Int. J. Innov. Res. Multidisci. Field, 7, 24 (2021); https://doi.org/10.2015/IJIRMF.2455.0620/202104005
  3. S.R. Shrivastava, P.S. Shrivastava and J. Ramasamy, J. Tradit. Complement. Med., 5, 116 (2015); https://doi.org/10.1016/j.jtcme.2014.11.002
  4. A.A. Abdel Aziz, A.N.M. Salem, M.A. Sayed and M.M. Aboaly, J. Mol. Struct., 1010, 130 (2012); https://doi.org/10.1016/j.molstruc.2011.11.043
  5. C.M. da Silva, D.L. Da Silva, L.V. Modolo, R.B. Alves, M.A. De Resende, C.V.B. Martins and A. De Fatima, J. Adv. Res., 2, 1 (2011); https://doi.org/10.1016/j.jare.2010.05.004
  6. C. Fattuoni, S. Vascellari and T. Pivetta, Amino Acids, 52, 397 (2020); https://doi.org/10.1007/s00726-019-02816-0
  7. M. Turtoi, M. Anghelache, A.A. Patrascu, C. Maxim, I. Manduteanu, M. Calin and D.L. Popescu, Biomedicines, 9, 562 (2021); https://doi.org/10.3390/biomedicines9050562
  8. Q. Guo, L. Li, J. Dong, H. Liu, T. Xu and J. Li, Spectrochim. Acta A Mol. Biomol. Spectrosc., 106, 155 (2013); https://doi.org/10.1016/j.saa.2012.12.089
  9. W.-K. Dong, G. Wang, S.-S. Gong, J.-F. Tong, Y.-X. Sun and X.-H. Gao, Transition Met. Chem., 37, 271 (2012); https://doi.org/10.1007/s11243-012-9585-4
  10. I. Muegge, Med. Res. Rev., 23, 302 (2003); https://doi.org/10.1002/med.10041
  11. D.E. Clark, J. Pharm. Sci., 88, 807 (1999); https://doi.org/10.1021/js9804011
  12. H. Ullah, A.U.H. Shah, K. Ayub and S. Bilal, J. Phys. Chem. C, 117, 4069 (2013); https://doi.org/10.1021/jp311526u
  13. H. Ullah, A. Rauf, Z. Ullah, Fazl-i-Sattar, M. Anwar, A.-H.A. Shah, G. Uddin and K. Ayub, Spectrochim. Acta A Mol. Biomol. Spectrosc., 118, 210 (2014); https://doi.org/10.1016/j.saa.2013.08.099
  14. A.D. Becke, J. Chem. Phys., 98, 5648 (1993); https://doi.org/10.1063/1.464913
  15. C. Lee, W. Yang and R.G. Parr, Phys. Rev. B Condens. Matter, 37, 785 (1988); https://doi.org/10.1103/PhysRevB.37.785
  16. G.K. Ayyadurai, R. Jayaprakash, A. Shajahan and S. Rathika, J. Biomol. Struct. Dyn., 15, 1 (2023); https://doi.org/10.1080/07391102.2023.2294383
  17. G. Lever, D.J. Cole, N.D.M. Hine, P.D. Haynes and M.C. Payne, J. Phys. Condens. Matter., 25, 152101 (2013); https://doi.org/10.1088/0953-8984/25/15/152101
  18. T. Koopmans, Physica, 1, 104 (1934); https://doi.org/10.1016/S0031-8914(34)90011-2
  19. R. Jayaprakash, S. Saroj Kumar, S. Hemalatha and D. Easwaramoorthy, Int. J. Chemtech Res., 9, 48 (2016).
  20. A. Colombo, E. Benfenati, M. Karelson and U. Maran, Chemosphere, 72, 772 (2008); https://doi.org/10.1016/j.chemosphere.2008.03.016
  21. G. Sawanta, S. Ghosha, S. Banesha, J. Bhaumika and U.C. Banerjee, RSC Adv., 6, 49150 (2016); https://doi.org/10.1039/C6RA06879K
  22. T.M. McCormick, C.R. Bridges, E.I. Carrera, P.M. DiCarmine, G.L. Gibson, J. Hollinger, L.M. Kozycz and D.S. Seferos, Macromolecules, 46, 3879 (2013); https://doi.org/10.1021/ma4005023
  23. O.V. Gritsenko, Chem. Phys. Lett., 691, 178 (2018); https://doi.org/10.1016/j.cplett.2017.11.019
  24. H.S. Nirav, K.V. Beena, P.T. Rahul, D.K. Ronak, H.P. Kirit, T. Parth, S.T. Sampark, R. Arabinda and K.R. Dipak, New J. Chem., 41, 10686 (2017); https://doi.org/10.1039/C7NJ01962A
  25. B.N. Meyer, N.R. Ferrigni, J.E. Putnam, L.B. Jacobsen, D.E. Nichols and J.L. Mclaughlin, Planta Med., 45, 31 (1982); https://doi.org/10.1055/s-2007-971236
  26. J. Devi, S. Devi and A. Kumar, MedChemComm, 7, 932 (2016); https://doi.org/10.1039/C5MD00554J
  27. K. Sunitha, S. Nair and P. Palanisamy, Asian J. Chem., 35, 2407 (2023); https://doi.org/10.14233/ajchem.2023.28257
  28. M. Antolovich, P.D. Prenzler, E. Patsalides, S. McDonald and K. Robards, Analyst, 127, 183 (2002); https://doi.org/10.1039/b009171p
  29. Y.T. Liu, B.N. Lu, L.N. Xu, L.H. Yin, X.N. Wang, J.Y. Peng and K.X. Liu, Nat. Sci., 2, 175 (2010); https://doi.org/10.4236/ns.2010.23027
  30. S. Medjahed, S. Belaidi, S. Djekhaba, N. Tchouar and A. Kerassa, J. Bionanosci., 10, 118 (2016); https://doi.org/10.1166/jbns.2016.1358
Read More
Author biographies is not available.
Crossref
Scopus
Google Scholar
Europe PMC
Download
PDF
Statistic
Read Counter : 278 Download : 167
PlumX