Synthesis, Characterization and Evaluation of the Biological Activity of Some 1, 3-Oxazepine-4, 7-Dione Derivatives and Study of their Liquid Crystal Properties
Keywords:
Schiff bases, Oxazepine, Biological activity, Liquid crystal
Abstract
This research included the preparation of Schiff bases from the reaction of (4, 4-sulfonyldianiline) with benzaldehyde derivatives, and then converted to 1,3-Oxazepine-4,7-dione derivatives from the reaction of Schiff bases with maleic anhydride. Using physical and spectroscopic methods (mp, color, proton nuclear magnetic resonance spectroscopy (1H-NMR, 13C-NMR and FT-IR) to confirm the compounds' structure and evaluate their biological activity on two types of bacteria, Escherichia coli and Staphylococcus aureus. Studying the liquid crystal phases and determining the nature of the transitions that occur in those phases using a polarized light microscope equipped with a heater.
References
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17. Jumaa, F. H., & Shawkat, S. M. (2022, November). Synthesis, assess biological activity and laser efficacy of some new bis-1, 3-oxazepene 4, 7-dione derivatives. In AIP Conference Proceedings (Vol. 2394, No. 1). AIP Publishing. https://doi.org/10.1063/5.0121426
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20. Dalaf, A. H., Jumaa, F. H., & Jabbar, S. A. S. (2018). Synthesis and Characterization of some 2, 3-dihydroquinozoline and evaluation of their biological activity. Tikrit Journal of Pure Science, 23(8), 66-76. 10.25130/tjps.23.2018.131
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24. Dalaf, A. H., & Jumaa, F. H. (2020). Synthesis, identification and assess the biological and laser efficacy of new compounds of azetidine derived from benzidine. MJPS, 7(2), 12-25. DOI:10.18081/2226-3284/14-10/12-25
25. Gu, H. W., Zhou, H. H., Lv, Y., Wu, Q., Pan, Y., Peng, Z. X., ... & Yin, X. L. (2023). Geographical origin identification of Chinese red wines using ultraviolet-visible spectroscopy coupled with machine learning techniques. Journal of Food Composition and Analysis, 119, 105265. . https://doi.org/10.1016/j.jfca.2023.105265
26. Abdulghani, S. S., & Rasheed, M. K. (2023). Aminothiazole, Schiff base: synthesis, characterization and evaluation of their antimicrobial and antioxidant activity. Samarra Journal of Pure and Applied Science, 5(2), 1-14. https://doi.org/10.54153/sjpas.2023.v5i2.466
27. Mohammed, M. N. (2019, September). Synthesis and Biological of new Oxazepine-4, 7-dione of pyrazine. In Journal of Physics: Conference Series (Vol. 1294, No. 5, p. 052074). IOP Publishing. DOI 10.1088/1742-6596/1294/5/052074
28. Abood, Z. H., Chafcheer, Z. K., & Suhail, H. A. (2021). Synthesis and antibacterial evaluation of 1, 3-benzoxazepine-1, 5-diones bearing Benzothiazole moiety. Research Journal of Pharmacy and Technology, 14(4), 1905-1909. http://dx.doi.org/10.52711/0974-360X.2021.00336
29. Khurshid, M. N., Jumaa, F. H., & Jassim, S. S. (2022). Synthesis, characterization, and evaluation of the biological activity of tetrazole compounds derived from the nitrogenous base uracil. Materials Today: Proceedings, 49, 3630-3639. DOI:10.1016/j.matpr.2021.08.203
30. Jumaa, F. H., & Shawkat, S. M. (2022, November). Synthesis, assess biological activity and laser efficacy of some new bis-1, 3-oxazepene 4, 7-dione derivatives. In AIP Conference Proceedings (Vol. 2394, No. 1). AIP Publishing. https://doi.org/10.1063/5.0121426
31. Faraj, E. M., & Jumaa, F. H. (2022). Preparation, diagnostics and biological evaluation of new Schiff base and tetrazole derivatives. Materials Today: Proceedings, 49, 3549-3557. DOI:10.1016/j.matpr.2021.08.061
32. Zhang, Q., Zhou, S., Zhang, R., & Bischofberger, I. (2023). Dendritic patterns from shear-enhanced anisotropy in nematic liquid crystals. Science Advances, 9(2), eabq6820. https://doi.org/10.1126/sciadv.abq6820
2. Paghandeh, H., Saeidian, H., Moghadam, E. S., Mirjafary, Z., & Ghaffarzadeh, M. (2018). One-Pot, Clean and Energy Efficient Synthesis of Dibenzo [b, f][1, 4] Oxazepine Derivatives Promoted by Ultrasound. Asian Journal of Green Chemistry, (27), 1-10. http://www.ajgreenchem.com/article_50891.html
3. Mahapatra, D. K., Shivhare, R. S., & Gupta, S. D. (2018). Anxiolytic activity of some 2, 3-dihydrobenzo [b][1, 4] oxazepine derivatives synthesized from Murrayanine-Chalcone. Asian Journal of Research in Pharmaceutical Science, 8(1), 25-29. http://dx.doi.org/10.5958/2231-5659.2018.00006.1
4. Latif, N., Mishriky, N., & Assad, F. M. (1982). Carbonyl and thiocarbonyl compounds. XIX. Intramolecular cyclization of (2-nitroetheny1) aryl N-arylcarbamates: synthesis of newer series of 3, 4-dihydro-2H-1, 3-oxazin-2-ones and their antimicrobial activities. Australian Journal of Chemistry, 35(5), 1037-1043. https://doi.org/10.1071/CH9821037
5. Al Ajelly, H. M. S. (2021). The Pharmaceutical Prof le of Oxazine Compound Derived from Chalcones. Am J Pharmacol Ther, 5(1), 006-008. doi: 10.37871/ajpt.id25
6. Abdulridha, M. M., Hassan, B. A., & Neamah, I. (2022). Theoretical study of synthesis and pharmaceutical study of Tetrazine derivatives. Annals of the Romanian Society for Cell Biology, 26(01), 1657-1669.
7. Hussain, Y., Sharma, D., Kotwal, N., Kumar, I., & Chauhan, P. (2022). Stereoselective Oxidative Mannich Reaction of Ketones with Dihydrodibenzo‐Oxazepines via a Merger of Photoredox‐/Electro‐Catalysis with Organocatalysis. ChemSusChem, 15(12), e202200415. https://doi.org/10.1002/cssc.202200415
8. Ramkumar, S., & Ramarajan, R. (2023). Design, Synthesis, Spectral Characterization, Antioxidant Activity, Molecular Docking and in silico ADMET Studies of 1, 3 Oxazepines. ChemistrySelect, 8(9), e202204818. https://doi.org/10.1002/slct.202204818
9. Ali, Z. H., Jber, N. R., & Abbas, A. K. (2023, February). Synthesis and characterization of new 1, 3-oxazepine compounds from P-Phenylenediamine as insecticide (Aphidoidea). In AIP Conference Proceedings (Vol. 2457, No. 1, p. 030015). AIP Publishing LLC. https://doi.org/10.1063/5.0118558
10. Kshash, A. H. (2020). Synthesis and characterization of tetrachloro-1, 3-oxazepine derivatives and evaluation of their biological activities. Acta Chimica Slovenica, 67(1), 113-118. https://doi.org/10.17344/acsi.2019.5264
11. Aftan, M. M., Jabbar, M. Q., Dalaf, A. H., & Salih, H. K. (2021). Application of biological activity of oxazepine and 2-azetidinone compounds and study of their liquid crystalline behavior. Materials Today: Proceedings, 43, 2040-2050. https://doi.org/10.1016/j.matpr.2020.11.838
12. Kushwaha, P., Kumar, V., & Saha, B. (2023). Current development of β-carboline derived potential antimalarial scaffolds. European Journal of Medicinal Chemistry, 252, 115247. https://doi.org/10.1016/j.ejmech.2023.115247
13. Vijayaraghavan, R., Deb, U., & Gutch, P. K. (2020). Effect of dibenz (b, f)-1, 4-oxazepine aerosol on the breathing pattern and respiratory variables by continuous recording and analysis in unanaesthetised mice. Toxicology Reports, 7, 1121-1126. https://doi.org/10.1016/j.toxrep.2020.08.022
14. Al-Obaidi, N. S., Salih, H. K., & Abd, A. N. (2018). Preparation and Characterization Some Monomers and Polymers Derived from Azo-Schiff Base Compounds and Studying Liquid Crystalline Properties, Electrical Conductivity and Dielectric Constant J. Diyala Journal for pure sciences, 14(2). http://dx.doi.org/10.24237/djps.1402.388C
15. Xiong, J., Lin, X., Guo, H., Yang, F., & Lai, J. (2018). Liquid crystalline oligomers derived from cholesterol: synthesis and columnar mesomorphism. Liquid Crystals, 45(3), 362-369. https://doi.org/10.1080/02678292.2017.1326635
16. Zhang, C., Bunning, T. J., & Laine, R. M. (2001). Synthesis and characterization of liquid crystalline silsesquioxanes. Chemistry of materials, 13(10), 3653-3662. https://doi.org/10.1021/cm0100467.
17. Jumaa, F. H., & Shawkat, S. M. (2022, November). Synthesis, assess biological activity and laser efficacy of some new bis-1, 3-oxazepene 4, 7-dione derivatives. In AIP Conference Proceedings (Vol. 2394, No. 1). AIP Publishing. https://doi.org/10.1063/5.0121426
18. AL-shaimaa A. H. and Jumaa F. H.,(2023) . Preparation of Some Quinazoline Derivatives And Study The Bacterial Activity And Liquid Crystalline Properties Their, In AIP Conference Proceedings (Under publication). AIP Publishing.
19. Echeverría-Alar, S., Clerc, M. G., & Bordeu, I. (2023). Emergence of disordered branching patterns in confined chiral nematic liquid crystals. Proceedings of the National Academy of Sciences, 120(15), e2221000120.
20. Dalaf, A. H., Jumaa, F. H., & Jabbar, S. A. S. (2018). Synthesis and Characterization of some 2, 3-dihydroquinozoline and evaluation of their biological activity. Tikrit Journal of Pure Science, 23(8), 66-76. 10.25130/tjps.23.2018.131
21. Dalaf, A. H., Jumaa, F. H., Aftana, M. M., Salih, H. K., & Abd, I. Q. (2022). Synthesis, Characterization, Biological Evaluation, and Assessment Laser Efficacy for New Derivatives of Tetrazole. In Key Engineering Materials (Vol. 911, pp. 33-39). Trans Tech Publications Ltd. DOI:10.4028/p-6849u0
22. Dalaf, A. H., Jumaa, F. H., & Yass, I. A. (2022, November). Synthesis, characterization, biological evaluation, molecular docking, assess laser efficacy, thermal performance and optical stability study for new derivatives of bis-1, 3-oxazepene and 1, 3-diazepine. In AIP Conference Proceedings (Vol. 2394, No. 1). AIP Publishing. https://doi.org/10.1063/5.0121213
23. Alasadi, Y. K., Jumaa, F. H., & Dalaf, A. H. (2022, November). Synthesis, identification, antibacterial activity and laser effect of new derivatives of bis-1, 3-oxazepene-4, 7-dione and 1, 3-diazepine-4, 7-dione. In AIP Conference Proceedings (Vol. 2394, No. 1). AIP Publishing. DOI:10.1063/5.0121358
24. Dalaf, A. H., & Jumaa, F. H. (2020). Synthesis, identification and assess the biological and laser efficacy of new compounds of azetidine derived from benzidine. MJPS, 7(2), 12-25. DOI:10.18081/2226-3284/14-10/12-25
25. Gu, H. W., Zhou, H. H., Lv, Y., Wu, Q., Pan, Y., Peng, Z. X., ... & Yin, X. L. (2023). Geographical origin identification of Chinese red wines using ultraviolet-visible spectroscopy coupled with machine learning techniques. Journal of Food Composition and Analysis, 119, 105265. . https://doi.org/10.1016/j.jfca.2023.105265
26. Abdulghani, S. S., & Rasheed, M. K. (2023). Aminothiazole, Schiff base: synthesis, characterization and evaluation of their antimicrobial and antioxidant activity. Samarra Journal of Pure and Applied Science, 5(2), 1-14. https://doi.org/10.54153/sjpas.2023.v5i2.466
27. Mohammed, M. N. (2019, September). Synthesis and Biological of new Oxazepine-4, 7-dione of pyrazine. In Journal of Physics: Conference Series (Vol. 1294, No. 5, p. 052074). IOP Publishing. DOI 10.1088/1742-6596/1294/5/052074
28. Abood, Z. H., Chafcheer, Z. K., & Suhail, H. A. (2021). Synthesis and antibacterial evaluation of 1, 3-benzoxazepine-1, 5-diones bearing Benzothiazole moiety. Research Journal of Pharmacy and Technology, 14(4), 1905-1909. http://dx.doi.org/10.52711/0974-360X.2021.00336
29. Khurshid, M. N., Jumaa, F. H., & Jassim, S. S. (2022). Synthesis, characterization, and evaluation of the biological activity of tetrazole compounds derived from the nitrogenous base uracil. Materials Today: Proceedings, 49, 3630-3639. DOI:10.1016/j.matpr.2021.08.203
30. Jumaa, F. H., & Shawkat, S. M. (2022, November). Synthesis, assess biological activity and laser efficacy of some new bis-1, 3-oxazepene 4, 7-dione derivatives. In AIP Conference Proceedings (Vol. 2394, No. 1). AIP Publishing. https://doi.org/10.1063/5.0121426
31. Faraj, E. M., & Jumaa, F. H. (2022). Preparation, diagnostics and biological evaluation of new Schiff base and tetrazole derivatives. Materials Today: Proceedings, 49, 3549-3557. DOI:10.1016/j.matpr.2021.08.061
32. Zhang, Q., Zhou, S., Zhang, R., & Bischofberger, I. (2023). Dendritic patterns from shear-enhanced anisotropy in nematic liquid crystals. Science Advances, 9(2), eabq6820. https://doi.org/10.1126/sciadv.abq6820
Published
2023-08-05
How to Cite
Hussein, A.- shaimaa A., & Jumaa, F. H. (2023). Synthesis, Characterization and Evaluation of the Biological Activity of Some 1, 3-Oxazepine-4, 7-Dione Derivatives and Study of their Liquid Crystal Properties. Central Asian Journal of Medical and Natural Science, 4(4), 281-291. https://doi.org/10.17605/cajmns.v4i4.1698
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