Have a personal or library account? Click to login
Synthesis and Multifaceted Exploration of 4-Phenylpiperidin-4-ol Substituted Pyrazole: Photophysical Insights with Biological Activity Cover

Synthesis and Multifaceted Exploration of 4-Phenylpiperidin-4-ol Substituted Pyrazole: Photophysical Insights with Biological Activity

Open Access
|Sep 2024

References

  1. Li, X., He, L., Chen, H., Wu, W. & Jiang, H. (2013). Copper-catalyzed aerobic C(sp2)–H functionalization for C–N bond formation: Synthesis of pyrazoles and indazoles. J. Org. Chem. 78, 3636–3646. DOI: 10.1021/jo400162d.
  2. Eftekhari-Sis, B., Zirak, M. & Akbari, A. (2013). Arylglyoxals in synthesis of heterocyclic compounds. Chem. Rev. 113, 2958–3043. DOI: 10.1021/cr300176g.
  3. Fang, W.Y., Ravindar, L., Rakesh, K.P., Manukumar, H.M., Shantharam, C.S., Alharbi, N.S. & Qin, H.L. (2019). Synthetic approaches and pharmaceutical applications of chloro-containing molecules for drug discovery: A critical review. Eur. J. Med. Chem. 173, 117–153. DOI: 10.1016/j.ejmech.2019.03.063.
  4. Vitaku, E., Smith, D.T. & Njardarson, J.T. (2014). Analysis of the structural diversity, substitution patterns, and frequency of nitrogen heterocycles among U.S. FDA approved Pharmaceuticals. J. Med. Chem. 57, 10257–10274. DOI: 10.1021/jm501100b.
  5. Gordon, E.M., Barrett, R.W., Dower, W.J., Fodor, S.P.A. & Gallop, M.A. (1994). Applications of combinatorial technologies to drug discovery, combinatorial organic synthesis, library screening strategies, and future directions. J. Med. Chem. 37, 1385–1401. DOI: 10.1021/jm00036a001.
  6. Kaur, R., Chaudhary, S., Kumar, K., Gupta, M.K. & Rawal, R.K. (2017). Recent synthetic and medicinal perspectives of dihydropyrimidinones: A review. Eur. J. Med. Chem. 132, 108–134. DOI: 10.1016/j.ejmech.2017.03.025.
  7. Chaudhari, K., Surana, S., Jain, P. & Patel, H.M. (2016). Mycobacterium tuberculosis (MTB) GyrB inhibitors: An attractive approach for developing novel drugs against TB. Eur. J. Med. Chem. 124, 160–185. DOI: 10.1016/j.ejmech.2016.08.034.
  8. Akhtar, J., Khan, A.A., Ali, Z., Haider, R. & Yar, M.S. (2017). Structure-activity relationship (SAR) study and design strategies of nitrogen-containing heterocyclic moieties for their anticancer activities. Eur. J. Med. Chem. 125, 143–189. DOI: 10.1016/j.ejmech.2016.09.023.
  9. Kaur, R., Dahiya, L. & Kumar, M. (2017). Fructose-1,6-bisphosphatase inhibitors: A new valid approach for management of type 2 diabetes mellitus. Eur. J. Med. Chem. 141, 473–505. DOI: 10.1016/j.ejmech.2017.09.029.
  10. Alkathiri, A.A., Atta, A.A., Refat, M.S., Shakya, S., Hassanien, A.M., Algarni, S.A., Ahmed, E.M.A.; Alomariy, S.E., Alsawat, M. & Algethami, N. (2023). Impedance spectroscopy and DFT/TD-DFT studies of diyttrium trioxide for optoelectronic fields. J. Rare Earths, 41(4), 605–612. DOI: 10.1016/j.jre.2022.03.010.
  11. Devasia, J., Chinnam, S., Khatana, K., Shakya, S., Joy, F., Rudrapal, M. & Nizam, A. (2023). Synthesis, DFT and In Silico Anti-COVID Evaluation of Novel Tetrazole Analogues. Polycycl. Aromat. Compd. 43(3), 1941–1956. DOI: 10.1080/10406638.2022.2036778.
  12. Hussen, N.H., Hasan, A.H., Jamalis, J., Shakya, S., Chander, S., Kharkwal, H., Murugesan, S., Bastikar, V.A. & Gupta, P. P. (2022). Potential inhibitory activity of phytoconstituents against black fungus: In silico ADMET, molecular docking and MD simulation studies. Computational Toxicology, 24, 100247. DOI: 10.1016/j.comtox.2022.100247.
  13. Lohit. N., Maridevarmath C.V., Khazi I.A.M. & Mali-math G.H. (2019). Photophysical and computational studies on optoelectronically active thiophene substituted 1,3,4-oxadiazole derivatives, J. Photochem. Photobio. A Chem. 368, 200–209. DOI: 10.1016/j.jphotochem.2018.09.038.
  14. Walki, S., Malimath, G.H., Mahadevan, K.M., Naik, S., Sutar, S. M., Savanur, H. & Naik, L. (2021). Synthesis, spectroscopic properties, and DFT correlative studies of 3, 3′-carbonyl biscoumarin derivatives. J. Mol. Struct. 1243, 130781. DOI: 10.1016/j.molstruc.2021.130781.
  15. Prabhala, P., Sutar, S.M., Manjunatha, M.R., Pawashe, G.M., Gupta, V.K., Naik, L. & Kalkhambkar, R.G. (2022). Synthesis, in vitro and theoretical studies on newly synthesized deep blue emitting 4-(p-methylphenylsulfonyl-5-aryl/alkyl) oxazole analogues for biological and optoelectronic applications. J. Mol. Liq. 360, 119520. DOI: 10.1016/j.molliq.2022.119520.
  16. Naik, L., Thippeswamy, M.S., Praveenkumar, V., Malimath, G.H., Ramesh, D., Sutar, S. & Bubbly, S.G. (2023). Solute-solvent interaction and DFT studies on bromonaph-thofuran 1, 3, 4-oxadiazole fluorophores for optoelectronic applications. J. Mol. Graph. Model. 118, 108367. DOI: 10.1016/j. jmgm.2022.108367.
  17. Parr, R.G. & Yang, W. (1989). Density Functional Theory of Atoms and Molecules, Oxford University Press, New York.
  18. Alsanie, W.F., Alamri, A.S., Alyami, H., Alhomrani, M., Shakya, S., Habeeballah, H., Alkhatabi, H.A., Felimban, R.I. Alzahrani, A.S., Alhabeeb, A.A., Raafat, B.M. & Gaber, A. (2022). Increasing the Efficacy of Seproxetine as an Antidepressant Using Charge–Transfer Complexes. Molecules, 27(10), 3290. DOI: 10.3390/molecules27103290.
  19. Islam, M., Khan, I.M., Shakya, S. & Alam, N. (2023). Design, synthesis, characterizing and DFT calculations of a binary CT complex co-crystal of bioactive moieties in different polar solvents to investigate its pharmacological activity. J. Biomol. Struct. Dyn. 41(20), 10813–10829. DOI: 10.1080/07391102.2022.2158937.
  20. Domingo, L.R., Gutiérrez, M. & Pérez, P. (2016). Applications of the conceptual density functional theory indices to organic chemistry reactivity, Molecules, 21, 748. DOI: 10.3390/molecules21060748.
  21. Reddy, G.M. & Camilo A. (2020). Biologically active dihydropyridines: an efficient green synthesis, antimicrobial properties, machine aided results and SARs, Sust. Chem. Pharm. 17, 100303. DOI: 10.1016/j.scp.2020.100303.
  22. Fahim, A.M., Tolan, H.E. & El-Sayed, W.A. (2022). Synthesis of novel 1, 2, 3-triazole based Acridine and benzothiazole scaffold N-glycosides with anti-proliferative activity, docking studies, and comparative computational studies, J. Mol. Struct., 1251, 131941. DOI: 10.1016/j.molstruc.2021.131941.
  23. Sargis, D. & Arthur, J.O. (2017). Small-molecule library screening by docking with PyRx, Methods in molecular biology (Clifton, N.J.), 1263, 243–250.
  24. Bax, B.D., Chan, P.F., Eggleston, D.S., Fosberry, A., Gentry, D.R., Gorrec, F., Giordano, I., Hann, M.M., Hennessy, A., Hibbs, M., Huang, J., Jones, E., Jones, J., Brown, K.K., Lewis, C.J., May, E.W., Saunders, M.R., Singh, O., Spitzfaden, C., Shen, C., Shillings, A., Theobald, A.F., Wohlkonig, A., Pearson, N.D. & Gwynn, M.N. (2010). Type IIA topoisomerase inhibition by a new class of antibacterial agents, Nature, 466, 935–940. DOI: 10.1038/nature09197.
  25. Sagatova, A.A., Keniya, M.V., Wilson, R.K., Monk, B.C. & Tyndall, J.D. (2015). Structural Insights into Binding of the Antifungal Drug Fluconazole to Saccharomyces cerevisiae Lanosterol 14 alpha-Demethylase, Antimicrob. Agents Chemother. 59, 4982–4989. DOI: 10.1128/aac.00925-15.
  26. Heightman, T.D., Callahan, J.F., Chiarparin, E., Coyle, J.E., Griffiths-Jones, C., Lakdawala, A.S., McMenamin, R., Mortenson, P.N., Norton, D., Peakman, T.M., Rich, S.J., Richardson, C., Rumsey, W.L., Sanchez, Y., Saxty, G., Willems, H.M.G., Wolfe 3rd, L., Woolford, A.J., Wu, Z., Yan, H. & Kerns, J.K. (2019). Structure-Activity and Structure-Conformation Relationships of Aryl Propionic Acid Inhibitors of the Kelch-like ECH-Associated Protein 1/Nuclear Factor Erythroid 2-Related Factor 2 (KEAP1/NRF2) Protein-Protein Interaction, J. Med. Chem. 62(9), 4683–4702. DOI: 10.1021/acs.jmedchem.9b00279.
  27. Limeng, S., Yun B., Ying S., Libo W., Liyao A. & Qinying, Y. (2019). Nrf2 mediates the protective effect of edaravone after chlorpyrifos-induced nervous system toxicity, Environ. Toxicol. 34(5), 626–633. DOI: 10.1002/tox.22728.
  28. Daina, A., Michielin, O. & Zoete, V. (2017). Swiss ADME: a free web tool to evaluate pharmacokinetics, druglikeness and medicinal chemistry friendliness of small molecules. Sci. Rep. 7, 42717. DOI: 10.1038/srep42717.
Language: English
Page range: 1 - 7
Published on: Sep 26, 2024
Published by: West Pomeranian University of Technology, Szczecin
In partnership with: Paradigm Publishing Services
Publication frequency: 4 issues per year

© 2024 Ghaferah H. Al-Hazmi, Vidyagayatri Marrakkur, Lohit Naik, Moamen S. Refat, published by West Pomeranian University of Technology, Szczecin
This work is licensed under the Creative Commons Attribution 4.0 License.