Issue

Vol. 36 No. 12 (2024): Vol 36 Issue 12, 2024

Copyright (c) 2024 Dr. ALIA BEGUM, Dr. Sateesh Kumar Pappula, Hymavathi S

Creative Commons License

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

Microwave Assisted Synthesis, Docking and Antimicrobial Studies of Tetrazole linked N-Acyl Hydrazone Derivatives

https://doi.org/10.14233/ajchem.2024.32630
S. Hymavathi
Department of Chemistry, University College of Science, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0009-1610-0827
Ameena Husain
Department of Chemistry, Telangana Mahila Vishwavidyalaya, Hyderabad-500095, India
https://orcid.org/0000-0003-1274-7235
N. Swathi
Department of Applied Biology, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad-500007, India
P. Sateesh Kumar
Department of Chemistry, University College of Science, Osmania University, Hyderabad-500007, India
https://orcid.org/0000-0002-7523-1028
B. Anupama
Department of Chemistry, R.B.V.R.R. Women’s College, Hyderabad-500027, India
https://orcid.org/0000-0001-5288-4766
Alia Begum
Department of Chemistry, University College of Science, Osmania University, Hyderabad-500007, India
https://orcid.org/0000-0001-6755-9413

Corresponding Author(s) : Alia Begum

draliyaou@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 12 (2024): Vol 36 Issue 12, 2024

Abstract

Novel Schiff bases of 2-(1H-tetrazole-5-yl)acetohydrazide were synthesized by employing microwave assisted green synthesis using substituted aldehydes. The structural characterization of the synthesized compounds was done by elemental, FT-IR, 1H NMR and mass spectrometry. The antimicrobial activity was investigated against Gram-positive and negative bacteria such as Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa. The ADME properties and protein binding studies of the test compounds were computed by using SwissADME and AutoDock software. Among all the compounds, compound HNTAC demonstrated stronger binding affinity (-10.37 kcal/mol) than the control cefazolin (-7.2 kcal/mol) for 4OR7. The excellent results of antimicrobial, molecular docking and ADME (in silico) studies enhanced the potential of the compounds under study as candidates for further research exploration.

Keywords

2-(1H-Tetrazol-5-yl)acetohydrazide Schiff bases Antimicrobial activity Docking studies Swiss ADME
Hymavathi, S., Husain, A., Swathi, N., Kumar, P. S., Anupama, B., & Begum, A. (2024). Microwave Assisted Synthesis, Docking and Antimicrobial Studies of Tetrazole linked N-Acyl Hydrazone Derivatives. Asian Journal of Chemistry, 36(12), 2801–2808. https://doi.org/10.14233/ajchem.2024.32630
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. W.H.W. Lunn, D.D. Schoepp, D.O. Calligaro, R.T. Vasileff, L.J. Heinz, C.R. Salhoff and P.J. O’Malley, J. Med. Chem., 35, 4608 (1992); https://doi.org/10.1021/jm00102a015
  2. P.H. Malecki, N. Rüger, M. Roatsch, O. Krylova, A. Link, M. Jung, U. Heinemann and M.S. Weiss, ChemMedChem, 14, 1828 (2019); https://doi.org/10.1002/cmdc.201900441
  3. M. Kofen, M. Lommel, M.H.H. Wurzenberger, T.M. Klapötke and J. Stierstorfer, Chem. Eur. J., 28, e202200492 (2022); https://doi.org/10.1002/chem.202200492
  4. N. Dhiman, K. Kaur and V. Jaitak, Bioorg. Med. Chem., 28, 115599 (2020); https://doi.org/10.1016/j.bmc.2020.115599
  5. A. Husain, C.S. Devi and B. Anupama, J. Mol. Struct., 1291, 135963 (2023); https://doi.org/10.1016/j.molstruc.2023.135963.
  6. E.A. Popova, R.E. Trifonov and V.A. Ostrovskii, Arkivoc, 45 (2012); https://doi.org/10.3998/ark.5550190.0013.102
  7. Y. Zou, L. Liu, J. Liu and G. Liu, Future Med. Chem., 12, 91 (2019); https://doi.org/10.4155/fmc-2019-0288
  8. M.M. Matin, P. Matin, M.R. Rahman, T.B. Hadda, F.A. Almalki, S, Shafi, M.M. Ghoneim, M. Alruwaily and S. Alshehri, Front. Mol. Biosci., 9, 864286 (2022); https://doi.org/10.3389/fmolb.2022.864286
  9. N. Kaushik, N. Kumar, A. Kumar and U.K. Singh, Immunol. Endocr. Metab. Agents Med. Chem., 18, 3 (2018); https://doi.org/10.2174/1871522218666180525100850
  10. O.A.Y. Al-Samrai, O.R. Al Samarrai, T.A. Yousef, M.M. Abou-Krisha, M.H. Alhalafi and A.S.M. Al-Janabi, Chem. Phys. Impact, 8, 100581 (2024); https://doi.org/10.1016/j.chphi.2024.100581
  11. T.V. Serebryanskaya, A.S. Lyakhov, L.S. Ivashkevich, J. Schur, C. Frias, A. Prokop and I. Ott, Dalton Trans., 44, 1161 (2015); https://doi.org/10.1039/C4DT03105A
  12. B.C.H. May and A.D. Abell, J. Chem. Soc., Perkin Trans. 1, 172 (2002); https://doi.org/10.1039/B109128J
  13. M.N. Khurshid, F.H. Jumaa and S.S. Jassim, Mater. Today Proc., 49, 3630 (2022); https://doi.org/10.1016/j.matpr.2021.08.203
  14. R.K. Uppadhayay, A. Kumar, J. Teotia and A. Singh, Russ. J. Org. Chem., 58, 1801 (2022); https://doi.org/10.1134/S1070428022120090
  15. R. Vishwakarma, C. Gadipelly and L.K. Mannepalli, ChemistrySelect, 7, e202200706 (2022); https://doi.org/10.1002/slct.202200706
  16. A.A. Jawad, N.R. Jber, B.S. Rasool and A.K. Abbas, Al-Nahrain J. Sci., 26, 1 (2023).
  17. S. Leyva-Ramos, Curr. Org. Chem., 25, 388 (2021); https://doi.org/10.2174/18755348MTEyoMzEFz
  18. J.G. Pedreira, P. Nahidino, M. Kudolo, T. Pantsar, B.T. Berger, M. Forster, S. Knapp, S. Laufer and E.J. Barreiro, J. Med. Chem., 63, 7347 (2020); https://doi.org/10.1021/acs.jmedchem.0c00508
  19. N. Kausar, S. Murtaza, M.N. Arshad, R. Munir, R.S.Z. Saleem, H. Rafique and A. Tawab, J. Mol. Struct., 1244, 130983 (2021); https://doi.org/10.1016/j.molstruc.2021.130983
  20. R. Narang, B. Narasimhan and S. Sharma, Curr. Med. Chem., 19, 569 (2012); https://doi.org/10.2174/092986712798918789
  21. N. Rüger, M. Roatsch, T. Emmrich, H. Franz, R. Schüle, M. Jung and A. Link, ChemMedChem, 10, 1875 (2015); https://doi.org/10.1002/cmdc.201500335
  22. S. Kumar, N. Maruthi Kumar, K.-H. Chang and K. Shah, Eur. J. Med. Chem., 45, 4664 (2010); https://doi.org/10.1016/j.ejmech.2010.07.023
  23. A. Al Sheikh, A.D. Khan, A. Naqvi, F.F. Al-Blewi, N. Rezki, M.R. Aouad and M. Hagar, ACS Omega, 6, 301 (2021); https://doi.org/10.1021/acsomega.0c04595
  24. P. Gupta and A. Chandra, J. Comput. Chem., 32, 2679 (2011); https://doi.org/10.1002/jcc.21849
  25. J. Wang and J.S. Ramsdell, Chem. Res. Toxicol., 24, 54 (2011); https://doi.org/10.1021/tx1002854
  26. C.A. Lipinski, Drug Discov. Today: Technol., 1, 337 (2004); https://doi.org/10.1016/j.ddtec.2004.11.007
  27. M.A. de Brito, Braz. J. Pharm. Sci., 47, 797 (2011); https://doi.org/10.1590/S1984-82502011000400017
  28. C.-T. Zi, L. Yang, F.-Q. Xu, F.-W. Dong, R.-J. Ma, Y. Li, J. Zhou, Z.-T. Ding, Z.-H. Jiang and J.-M. Hu, Bioorg. Med. Chem. Lett., 29, 234 (2019); https://doi.org/10.1016/j.bmcl.2018.11.049
  29. S.R. Manjari and N.K. Banavali, J. Chem. Inf. Model., 58, 453 (2018); https://doi.org/10.1021/acs.jcim.7b00699
  30. S. Forli, R. Huey, M.E. Pique, M.F. Sanner, D.S. Goodsell and A.J. Olson, Nat. Protoc., 11, 905 (2016); https://doi.org/10.1038/nprot.2016.051
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0