Preparing and Characterizing Some New Compounds of Schiff Bases Loaded on Polymers Dissolved in Water, Studying Some of their Physical Properties, And Evaluating their Biological Effectiveness
Keywords:
Schiff bases, 2-pyrrolidone, Staphylococcus aureus, Klebsiella pneumoniae
Abstract
This research included the preparation of Schiff bases [KB7-KB11] from the reaction of 2-pyrrolidone with amines, and the compounds were identified using FT-IR spectroscopy techniques, 1H-NMR using DMSO-d6 as a solvent, SEM, and thermal analysis in addition to the melting point. This work also included studying the biological activity of some compounds prepared on two types of Gram-positive and Gram-negative bacteria, these include (Staphylococcus aureus, Klebsiella pneumonia) and Acar Mueller-Hinton culture medium. (Molar Hunting Agar) Aqueous solutions were prepared at concentrations (0.01, 0.001, 0.0001) mg/ml also using dimethyl sulfoxide (DMSO) as a solvent. The susceptibility test of the bacterial isolates used in the study was carried out by diffusion method, and the antibiotic Ampicillin was used as a control sample. The electrical conductivity and synthetic stability of some of the prepared compounds were also studied.
References
1. Hussain, Maitham Y., Bassam A. Hassan, and Zaman K. Hanan. "Synthesis and Characterization of a new Schiff basses (3Z, 3Z)-3, 3'-((oxybis (4, 1-phenylene)) bis (azanylylidene)) bis (indolin-2-one)." Turkish Journal of Computer and Mathematics Education (TURCOMAT) 12.14 (2021): 3341-3351.
2. Troschke, Erik, Martin Oschatz, and Ivan K. Ilic. "Schiff‐bases for sustainable battery and supercapacitor electrodes." Exploration. Vol. 1. No. 3. 2021.
3. Subasi, Nuriye Tuna. "Overview of Schiff Bases." Schiff Base in Organic, Inorganic and Physical Chemistry. IntechOpen, 2022.
4. Mazzoni, Rita, Fabrizio Roncaglia, and Luca Rigamonti. "When the metal makes the difference: Template syntheses of tridentate and tetradentate salen-type schiff base ligands and related complexes." Crystals 11.5 (2021): 483.
5. Arulmurugan, S., Helen P. Kavitha, and B. R. Venkatraman. "Biological activities of Schiff base and its complexes: a review." Rasayan J Chem 3.3 (2010): 385-410.
6. Saleh, Ahmed, and Mohanad Y. Saleh. "Synthesis of heterocyclic compounds by cyclization of Schiff bases prepared from capric acid hydrazide and study of biological activity." Egyptian Journal of Chemistry 65.12 (2022): 783-792.
7. Dalia, S. Afrin, et al. "A short review on chemistry of schiff base metal complexes and their catalytic application." Int. J. Chem. Stud 6 (2018): 2859-2866.
8. Raczuk, Edyta, et al. "Different Schiff bases—Structure, importance and classification." Molecules 27.3 (2022): 787.
9. Das, Aparna, and Bimal Krishna Banik. "Dipole moment in medicinal research: green and sustainable approach." Green Approaches in Medicinal Chemistry for Sustainable Drug Design. Elsevier, 2020. 921-964.
10. Harreus, A. L., et al. "2-Pyrrolidone." (2011): 1-7.
11. Nechaeva, Anna, et al. "Synthesis of Amphiphilic Copolymers of N-Vinyl-2-pyrrolidone and Allyl Glycidyl Ether for Co-Delivery of Doxorubicin and Paclitaxel." Polymers 14.9 (2022): 1727.
12. Tanielyan, Setrak K., et al. "Hydrogenation of succinimide to 2-pyrrolidone over solid catalysts." Topics in Catalysis 57 (2014): 1582-1587.25
13. Liu, Wendi, et al. "Soybean oil-based thermosets with N-vinyl-2-pyrrolidone as crosslinking agent for hemp fiber composites." Composites Part A: Applied Science and Manufacturing 82 (2016): 1-7.
14. Wu, I-Wen, Ja-Liang Lin, and En-Tsung Cheng. "Acute poisoning with the neonicotinoid insecticide imidacloprid in N-methyl pyrrolidone." Journal of Toxicology: Clinical Toxicology 39.6 (2001): 617-621.
15. Wu, Tao, et al. "Additively manufacturing high-performance bismaleimide architectures with ultraviolet-assisted direct ink writing." Materials & Design 180 (2019): 107947.
16. Bahramia, Homayoon, et al. "Kinetics and mechanism of the autocatalytic dehydration reaction of L-γ-amino-n-butyric acid to 2-pyrrolidone through radical intermediate in moderately concentrated acidic medium."
17. Makarov, Dmitriy M., Gennadiy I. Egorov, and Arkadiy M. Kolker. "Density of water-2-pyrrolidone mixture a new vibrating tube densimeter from (278.15–323.15) K and up to 70 MPa." Journal of Molecular Liquids 335 (2021): 116113.
18. Lertsuphotvanit, Nutdanai, et al. "Sublimation/evaporation behaviors of borneol in-situ forming matrix." Materials Today: Proceedings (2023).
19. Cui, Yu, et al. "Synthesis and characterization of rare-earth metal complexes supported by a new pentadentate Schiff base and their application in heteroselective polymerization of rac-lactide." Catalysis Science & Technology 5.6 (2015): 3302-3312.
20. Al-Labban, Hutham Mahmood Yousif, Hawraa Mohammed Sadiq, and Ahmed Abduljabbar Jaloob Aljanaby. "Synthesis, Characterization and study biological activity of some Schiff bases derivatives from 4-amino antipyrine as a starting material." Journal of Physics: Conference Series. Vol. 1294. No. 5. IOP Publishing, 2019.
21. SALEH, Mohammed Jwher; AL-BADRANY, Khalid A. Preparation, Characterization of New 2-Oxo Pyran Derivatives by AL2O3-OK Solid Base Catalyst and Biological Activity Evaluation. Central Asian Journal of Medical and Natural Science, 2023, 4.4: 222-230.
22. Saleh, J. N., & Khalid, A. (2023). Synthesis, Characterization and Biological Activity Evaluation of Some New Pyrimidine Derivatives by Solid Base Catalyst AL2O3-OBa. Central Asian Journal of Medical and Natural Science, 4(4), 231-239.
23. Wang, Minmin, et al. "AIE-active Schiff base compounds as fluorescent probe for the highly sensitive and selective detection of Al3+ ions." Journal of Luminescence 233 (2021): 117911.
24. Majeed, Noor M., Suha Sahab Abd, and Rehab Kadhim Raheem Al Shemary. "Eco-friendly and efficient composition, diagnosis, theoretical, kinetic studies, antibacterial and anticancer activities of mixed some metal complexes of tridentate Schiff base ligand." International Journal of Pharmaceutical Research 13.1 (2021).
25. Tomer, Nisha, and Rajesh Malhotra. "Schiff base as a fluorescent sensor derived from chromone moiety for the effective detection of Zn (II) ions." Journal of Molecular Structure 1252 (2022): 132124.
26. Goel, Apurva, and Rajesh Malhotra. "Efficient detection of Picric acid by pyranone based Schiff base as a chemosensor." Journal of Molecular Structure 1249 (2022): 131619.
27. Robert M. Silverstein, Francis X. Webster, David J. Kiemle, spectrometric Identification of Organic compounds, 7th Ed, JohnWiley & Sons, INC, 2005.
28. Kalam, A., Al-Sehemi, A. G., Assiri, M., Du, G., Ahmad, T., Ahmad, I., & Pannipara, M. Modified solvothermal synthesis of cobalt ferrite (CoFe2O4) magnetic nanoparticles photocatalysts for degradation of methylene blue with H2O2/visible light. Results in Physics, (2018), 8: 1046-1053.
29. Zhou, W., Apkarian, R., Wang, Z. L., & Joy, D. Fundamentals of scanning electron microscopy (SEM). In: Scanning microscopy for nanotechnology. Springer, New York, NY, (2006). p. 1-40.
30. AL-JOBOURY, Wissam Mohammed; AL-BADRANY, Khalid Abdulaziz; ASLI, Nabeel Jamal. N-alkylation of substituted 2-amino benzothiazoles by 1, 4-bis (bromo methyl) benzene on mixed oxides at room temperature and study their biological activity. In: AIP Conference Proceedings. AIP Publishing, 2022.
31. MOHAMED, Shifaa A.; AL-BADRANY, Khalid A.; HUSEEN, Maha S. PREPARATION AND STUDY OF BIOLOGICAL ACTIVITY OF PYRIMIDINE COMPOUNDS DERIVED FROM 2-ACETYLPYRIDINE. Vegueta. Anuario de la Facultad de Geografía e Historia, 2022, 22: 8.
32. MOHAMED, Shifaa Ayoob; HUSSEIN, Maha Saleh; AL-BADRANY, Khalid A. Synthesis and characterization of pyrazolines and oxazapine derivatives using chalcones as precursor and evaluation of their biological activity. Samarra Journal of Pure and Applied Science, 2022, 4.4.
33. Arshad, M., Ur-Rehman, S. A. E. E. D., Qureshi, A. H., Masud, K., Arif, M., Saeed, A., & Ahmed, R. Thermal Decomposition of Metal Complexes of Type MLX_2 (M= Co(II), Cu(II), Zn(II), and Cd(II); L= DIE; X= NO_3^{1-}) by TG-DTA-DTG Techniques in Air Atmosphere. Turkish Journal of Chemistry, (2008), 32.5: 593-604
2. Troschke, Erik, Martin Oschatz, and Ivan K. Ilic. "Schiff‐bases for sustainable battery and supercapacitor electrodes." Exploration. Vol. 1. No. 3. 2021.
3. Subasi, Nuriye Tuna. "Overview of Schiff Bases." Schiff Base in Organic, Inorganic and Physical Chemistry. IntechOpen, 2022.
4. Mazzoni, Rita, Fabrizio Roncaglia, and Luca Rigamonti. "When the metal makes the difference: Template syntheses of tridentate and tetradentate salen-type schiff base ligands and related complexes." Crystals 11.5 (2021): 483.
5. Arulmurugan, S., Helen P. Kavitha, and B. R. Venkatraman. "Biological activities of Schiff base and its complexes: a review." Rasayan J Chem 3.3 (2010): 385-410.
6. Saleh, Ahmed, and Mohanad Y. Saleh. "Synthesis of heterocyclic compounds by cyclization of Schiff bases prepared from capric acid hydrazide and study of biological activity." Egyptian Journal of Chemistry 65.12 (2022): 783-792.
7. Dalia, S. Afrin, et al. "A short review on chemistry of schiff base metal complexes and their catalytic application." Int. J. Chem. Stud 6 (2018): 2859-2866.
8. Raczuk, Edyta, et al. "Different Schiff bases—Structure, importance and classification." Molecules 27.3 (2022): 787.
9. Das, Aparna, and Bimal Krishna Banik. "Dipole moment in medicinal research: green and sustainable approach." Green Approaches in Medicinal Chemistry for Sustainable Drug Design. Elsevier, 2020. 921-964.
10. Harreus, A. L., et al. "2-Pyrrolidone." (2011): 1-7.
11. Nechaeva, Anna, et al. "Synthesis of Amphiphilic Copolymers of N-Vinyl-2-pyrrolidone and Allyl Glycidyl Ether for Co-Delivery of Doxorubicin and Paclitaxel." Polymers 14.9 (2022): 1727.
12. Tanielyan, Setrak K., et al. "Hydrogenation of succinimide to 2-pyrrolidone over solid catalysts." Topics in Catalysis 57 (2014): 1582-1587.25
13. Liu, Wendi, et al. "Soybean oil-based thermosets with N-vinyl-2-pyrrolidone as crosslinking agent for hemp fiber composites." Composites Part A: Applied Science and Manufacturing 82 (2016): 1-7.
14. Wu, I-Wen, Ja-Liang Lin, and En-Tsung Cheng. "Acute poisoning with the neonicotinoid insecticide imidacloprid in N-methyl pyrrolidone." Journal of Toxicology: Clinical Toxicology 39.6 (2001): 617-621.
15. Wu, Tao, et al. "Additively manufacturing high-performance bismaleimide architectures with ultraviolet-assisted direct ink writing." Materials & Design 180 (2019): 107947.
16. Bahramia, Homayoon, et al. "Kinetics and mechanism of the autocatalytic dehydration reaction of L-γ-amino-n-butyric acid to 2-pyrrolidone through radical intermediate in moderately concentrated acidic medium."
17. Makarov, Dmitriy M., Gennadiy I. Egorov, and Arkadiy M. Kolker. "Density of water-2-pyrrolidone mixture a new vibrating tube densimeter from (278.15–323.15) K and up to 70 MPa." Journal of Molecular Liquids 335 (2021): 116113.
18. Lertsuphotvanit, Nutdanai, et al. "Sublimation/evaporation behaviors of borneol in-situ forming matrix." Materials Today: Proceedings (2023).
19. Cui, Yu, et al. "Synthesis and characterization of rare-earth metal complexes supported by a new pentadentate Schiff base and their application in heteroselective polymerization of rac-lactide." Catalysis Science & Technology 5.6 (2015): 3302-3312.
20. Al-Labban, Hutham Mahmood Yousif, Hawraa Mohammed Sadiq, and Ahmed Abduljabbar Jaloob Aljanaby. "Synthesis, Characterization and study biological activity of some Schiff bases derivatives from 4-amino antipyrine as a starting material." Journal of Physics: Conference Series. Vol. 1294. No. 5. IOP Publishing, 2019.
21. SALEH, Mohammed Jwher; AL-BADRANY, Khalid A. Preparation, Characterization of New 2-Oxo Pyran Derivatives by AL2O3-OK Solid Base Catalyst and Biological Activity Evaluation. Central Asian Journal of Medical and Natural Science, 2023, 4.4: 222-230.
22. Saleh, J. N., & Khalid, A. (2023). Synthesis, Characterization and Biological Activity Evaluation of Some New Pyrimidine Derivatives by Solid Base Catalyst AL2O3-OBa. Central Asian Journal of Medical and Natural Science, 4(4), 231-239.
23. Wang, Minmin, et al. "AIE-active Schiff base compounds as fluorescent probe for the highly sensitive and selective detection of Al3+ ions." Journal of Luminescence 233 (2021): 117911.
24. Majeed, Noor M., Suha Sahab Abd, and Rehab Kadhim Raheem Al Shemary. "Eco-friendly and efficient composition, diagnosis, theoretical, kinetic studies, antibacterial and anticancer activities of mixed some metal complexes of tridentate Schiff base ligand." International Journal of Pharmaceutical Research 13.1 (2021).
25. Tomer, Nisha, and Rajesh Malhotra. "Schiff base as a fluorescent sensor derived from chromone moiety for the effective detection of Zn (II) ions." Journal of Molecular Structure 1252 (2022): 132124.
26. Goel, Apurva, and Rajesh Malhotra. "Efficient detection of Picric acid by pyranone based Schiff base as a chemosensor." Journal of Molecular Structure 1249 (2022): 131619.
27. Robert M. Silverstein, Francis X. Webster, David J. Kiemle, spectrometric Identification of Organic compounds, 7th Ed, JohnWiley & Sons, INC, 2005.
28. Kalam, A., Al-Sehemi, A. G., Assiri, M., Du, G., Ahmad, T., Ahmad, I., & Pannipara, M. Modified solvothermal synthesis of cobalt ferrite (CoFe2O4) magnetic nanoparticles photocatalysts for degradation of methylene blue with H2O2/visible light. Results in Physics, (2018), 8: 1046-1053.
29. Zhou, W., Apkarian, R., Wang, Z. L., & Joy, D. Fundamentals of scanning electron microscopy (SEM). In: Scanning microscopy for nanotechnology. Springer, New York, NY, (2006). p. 1-40.
30. AL-JOBOURY, Wissam Mohammed; AL-BADRANY, Khalid Abdulaziz; ASLI, Nabeel Jamal. N-alkylation of substituted 2-amino benzothiazoles by 1, 4-bis (bromo methyl) benzene on mixed oxides at room temperature and study their biological activity. In: AIP Conference Proceedings. AIP Publishing, 2022.
31. MOHAMED, Shifaa A.; AL-BADRANY, Khalid A.; HUSEEN, Maha S. PREPARATION AND STUDY OF BIOLOGICAL ACTIVITY OF PYRIMIDINE COMPOUNDS DERIVED FROM 2-ACETYLPYRIDINE. Vegueta. Anuario de la Facultad de Geografía e Historia, 2022, 22: 8.
32. MOHAMED, Shifaa Ayoob; HUSSEIN, Maha Saleh; AL-BADRANY, Khalid A. Synthesis and characterization of pyrazolines and oxazapine derivatives using chalcones as precursor and evaluation of their biological activity. Samarra Journal of Pure and Applied Science, 2022, 4.4.
33. Arshad, M., Ur-Rehman, S. A. E. E. D., Qureshi, A. H., Masud, K., Arif, M., Saeed, A., & Ahmed, R. Thermal Decomposition of Metal Complexes of Type MLX_2 (M= Co(II), Cu(II), Zn(II), and Cd(II); L= DIE; X= NO_3^{1-}) by TG-DTA-DTG Techniques in Air Atmosphere. Turkish Journal of Chemistry, (2008), 32.5: 593-604
Published
2023-09-12
How to Cite
Al-Obaidi, A. I. M., & Al-assly, N. J. A. (2023). Preparing and Characterizing Some New Compounds of Schiff Bases Loaded on Polymers Dissolved in Water, Studying Some of their Physical Properties, And Evaluating their Biological Effectiveness. Central Asian Journal of Medical and Natural Science, 4(5), 45-60. https://doi.org/10.17605/cajmns.v4i5.1780
Section
Articles
