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Vol. 36 No. 5 (2024): Vol 36 Issue 5, 2024

Copyright (c) 2024 Gurinderdeep Singh

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Synthesis and in silico Assessment of Heteroaryl Semicarbazones: Towards Understanding Antimicrobial Activities and Safety Profiles

https://doi.org/10.14233/ajchem.2024.31388
Nidagurthi Guggulla Raghavendra Rao
KIET School of Pharmacy, KIET group of Institutions, Delhi-NCR, Meerut Road (NH-58), Ghaziabad-201206, India
https://orcid.org/0000-0002-2606-7962
Prashanti Chitrapu
Vision College of Pharmaceutical Sciences and Research, Secunderabad-500092, India
https://orcid.org/0000-0002-9665-365X
Gurinderdeep Singh
Department of Pharmaceutical Sciences and Drug Research, Punjabi University, Patiala-147002, India
https://orcid.org/0000-0003-0166-3685
Sowjanya Pulipati
Department of Pharmaceutics, Vignan Pharmacy College, Vadlamudi-522213, Guntur (Dist), India
https://orcid.org/0000-0002-5434-5368
Hari Veluru
MB School of Pharmaceutical Sciences, Mohan Babu University, Tirupati-517503, India
https://orcid.org/0000-0003-0120-1923

Corresponding Author(s) : Gurinderdeep Singh

gdspharma4@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 5 (2024): Vol 36 Issue 5, 2024

Abstract

Seven semicarbazone derivatives incorporating either substituted furan or thiophene were synthesized by reacting phenylurea with semicarbazide and various heteroaryl aldehydes. The newly synthesized compounds were characterized using IR, NMR, mass spectrometry and elemental analysis. Additionally, their antibacterial and anti-tubercular activities were also evaluated. In silico tools such as Swiss ADME and Pro Tox II were employed to assess molecular targets, medicinal chemistry properties, as well as toxicity and safety profiles. Compounds 3a-g demonstrated significant antibacterial activity at a 100 µg/mL when compared to the standard ciprofloxacin. Notably, compounds 3c, 3d, 3f and 3g exhibited the highest activity against all bacterial strains. Furthermore, compound 3d demonstrated anti-tubercular activity at all tested concentrations.

Keywords

Heteroaryl semicarbazones In silico safety profiling Antibacterial activity Antitubercular activity
Rao, N. G. R., Chitrapu, P., Singh, G., Pulipati, S., & Veluru, H. (2024). Synthesis and in silico Assessment of Heteroaryl Semicarbazones: Towards Understanding Antimicrobial Activities and Safety Profiles. Asian Journal of Chemistry, 36(5), 1135–1141. https://doi.org/10.14233/ajchem.2024.31388
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References
  1. K.A. Alene, K. Wangdi and A.C.A. Clements, Trop. Med. Infect. Dis., 5, 123 (2020); https://doi.org/10.3390/tropicalmed5030123
  2. R. Crisan-Dabija, C. Grigorescu, C.A. Pavel, B. Artene, I.V. Popa, A. Cernomaz and A. Burlacu, Can. Respir. J., 1401053 (2020); https://doi.org/10.1155/2020/1401053.
  3. M.N. Hoque, S. Akter, I.D. Mishu, M.R. Islam, M.S. Rahman, M. Akhter, I. Islam, M.M. Hasan, M.M. Rahaman, M. Sultana, T. Islam and M.A. Hossain, Microb. Pathog., 156, 104941 (2021); https://doi.org/10.1016/j.micpath.2021.104941
  4. M.N. Hoque, S. Akter, I.D. Mishu, M.R. Islam, M.S. Rahman, M. Akhter, I. Islam, M.M. Hasan, M.M. Rahaman, M. Sultana, T. Islam and M.A. Hossain, Microb. Pathog., 156, 104941 (2021); https://doi.org/10.1016/j.micpath.2021.104941
  5. Z. Breijyeh and R. Karaman, Antibiotics, 12, 628 (2023); https://doi.org/10.3390/antibiotics12030628
  6. L. Jafri, F.L. Ansari, M. Jamil, S. Kalsoom, S. Qureishi and B. Mirza, Chem. Biol. Drug Des., 79, 950 (2012); https://doi.org/10.1111/j.1747-0285.2012.01360.x
  7. H. Rajak, D.K. Jain, S. Singh, A. Singh, V.K. Patel, R. Veerasamy and R.S. Pawar, Cent. Nerv. Syst. Agents Med. Chem., 17, 64 (2017); https://doi.org/10.2174/1871524916666160330122625
  8. A. Kumar, K. Lal, M. Yadav, S. Kumar, M.B. Singh and K. Kumari, J. Mol. Struct., 1287, 135660 (2023); https://doi.org/10.1016/j.molstruc.2023.135660
  9. M. Marinescu, Antibiotics, 10, 1002 (2021); https://doi.org/10.3390/antibiotics 10081002
  10. M.B. Zivkovic, I.T. Novakovic, I.Z. Matic, D.M. Sladic and N.M. Krstic, Steroids, 148, 36 (2019); https://doi.org/10.1016/j.steroids.2019.04.010
  11. M. Sayed, A.M.K. El-Dean, M. Ahmed and R. Hassanien, Synth. Commun., 48, 413 (2018); https://doi.org/10.1080/00397911.2017.1403627
  12. V. Francesconi, E. Cichero, S. Schenone, L. Naesens and M. Tonelli, Molecules, 25, 1487 (2020); https://doi.org/10.3390/molecules25071487
  13. J. Ma, X. Ni, Y. Gao, K. Huang, Y. Wang, J. Liu and G. Gong, Chem. Pharm. Bull. (Tokyo), 67, 351 (2019); https://doi.org/10.1248/cpb.c18-00738
  14. M.J. Ahsan, Cent. Nerv. Syst. Agents Med. Chem., 13, 148 (2013); https://doi.org/10.2174/18715249113136660016
  15. A. Rineh, N. Mahmoodi, M. Abdollahi, A. Foroumadi, M. Sorkhi and A. Shafiee, Arch. Pharm., 340, 409 (2007); https://doi.org/10.1002/ardp.200700045
  16. I.A. Mir, Q. Ul Ain, T. Qadir, A.Q. Malik, S. Jan, S. Shahverdi and S.A. Nabi, J. Mole. Struct., 1295, 136216 (2024); https://doi.org/10.1016/ j.mol struc. 2023. 13 6216
  17. J. Jampilek, Molecules, 24, 3839 (2019); https://doi.org/10.3390/molecules2421383 9
  18. D. Krewski, D. Acosta Jr., M. Andersen, H. Anderson, J.C. Bailar 3rd, K. Boekelheide, R. Brent, G. Charnley, V.G. Cheung, S. Green Jr., K.T. Kelsey, N.I. Kerkvliet, A.A. Li, L. McCray, O. Meyer, R.D. Patterson, W. Pennie, R.A. Scala, G.M. Solomon, M. Stephens, J. Yager and L. Zeise, J. Toxicol. Environ. Health B Crit. Rev., 13, 51 (2010); https://doi.org/10.1080/10937404.2010.483176
  19. P. Banerjee, A.O. Eckert, A.K. Schrey and R. Preissner, Nucleic Acids Res., 46(W1), W257 (2018); https://doi.org/10.1093/nar/gky318
  20. A. Daina, O. Michielin and V. Zoete, Sci. Rep., 7, 42717 (2017); https://doi.org/10.1038/ srep42717
  21. S.G. Franzblau, R.S. Witzig, J.C. McLaughlin, J. Clin. Microbiol., 36, 362 (1998); https://doi.org/10.112 8/JCM.36.2.362-366.1998
  22. CLSI, M100 Performance Standards for Antimicrobial Susceptibility Testing, CLSI; Wayne, PA, USA, edn. 29 (2019).
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