Synthesis, characterization, and biological evaluation of new cyclic oxazepine derivatives as potential antibacterial and antifungal agents
DOI:
https://doi.org/10.60988/p.v37i2S.166Keywords:
Schiff bases; oxazepine; antibacterial; antifungal; synthesisAbstract
In this study, Bis(4,4’-diaminophenoxy)ethane (compound C1) was synthesized via the reaction of p-hydroxyaniline with 1,2-dibromoethane. Schiff bases (compounds C2–C4) were subsequently obtained by condensing compound C1 with various aromatic aldehydes. These intermediates were further reacted with different anhydrides – namely phthalic anhydride and maleic anhydride – in order to yield the final derivatives (compounds C5–C10). All obtained compounds were characterized by using infrared spectroscopy and proton nuclear magnetic resonance, as well as through an assessment of their physical properties. Antimicrobial evaluation was conducted on some of the generated compounds using two bacterial strains (Escherichia coli and Staphylococcus aureus) and one fungal strain (Candida albicans), selected for their clinical relevance as causative agents of diverse human diseases.
References
1. Alsahib S.A., Baqer S.R. Synthesis, identification of some new derivatives of 4-amino antipyrine bearing six and seven membered rings. J. Phys. Conf. Ser. 1853, 012010, 2021. DOI: 10.1088/1742-6596/1853/1/012010
2. Al-Jeilawi O.H., Tuama S.H., Hussein I.A., Shamaya A.N.S. Synthesis, characterization, and biological evaluation of new cyclic quinazoline derivatives as potential antibacterial and antifungal agents. Dokl. Chem. 514, 27–34, 2024. DOI: 10.1134/S0012500823600554
3. Alsahib S.A. Characterization and biological activity of some new derivatives derived from sulfamethoxazole compound. Baghdad Sci. J. 17(2), 471–480, 2020. DOI: 10.21123/bsj.2020.17.2.0471
4. Abdulridha M.Q., Al-Hamdani A.A.S., Hussein I.A. Synthesis, characterization and antioxidant activity of new azo ligand and some metal complexes of tryptamine derivatives. Baghdad Sci. J. 20(3s), 1046–1063, 2023. DOI: 10.21123/bsj.2023.8227
5. Al Sahib S.A., Awad S.H. Synthesis, characterization of chitosan para-hydroxyl benzaldehyde Schiff base linked maleic anhydride and the evaluation of its antimicrobial activities. Baghdad Sci. J. 19(6), 1265–1275, 2022. DOI: 10.21123/bsj.2022.5655
6. Hussein I.A., Narren S.F., Hasan I.M.M., Saleh A.M. Synthesis and biological activities of some new derivatives based on bis (4, 4’- diamino phenoxy) ethane containing oxazpines, terazole rings. J. Pharm. Sci. Res. 10(10), 2461–2469, 2018.
7. Alsahib S.A., Dhedan R.M. Synthesis and characterization of some tetrazole derivatives and evaluation of their biological activity. Egypt. J. Chem. 64(6), 2925–2936, 2021. DOI: 10.21608/ejchem.2021.54356.3165
8. Kadhim E.A., Dhahir S.A., Sando M.S.. New diaz coupling reaction, cloud point extraction spectrophotometric determination of sulphadimidine soudium in pure form and pharmacetical preparation with salicylic acid as the coupling reaction. Indian J. Forensic Med. Toxicol. 14(2), 865–874, 2020. DOI: 10.37506/ijfmt.v14i2.2989
9. Hussein I.A., Narren S.F. Synthesis and characterization of some new derivatives starting from (4, 4’-diaminophenoxy) ethane containing diazonium groups. J. Glob. Pharma Technol. 11(s2), 97–107, 2019.
10. Yassin R.M.A., Othman N.S. Spectrophotometric determination of metoclopramide hydrochloride in pharmaceutical formulations using diazotization coupling reaction. Iraqi J. Sci. 64(9), 4312–4328, 2023.