Synthesis,Characterization and Study of the Molecular Docking With Biological Activity of Some Mannich Base Complexes Derived 4-Aminobenzoic Acid
Keywords:
Saccharin, 4-Aminobezoic acid, Mannich Bases, Molecular Docking, Biological Activity
Abstract
This study involves the preparation of various organic compounds. Mannich base derivatives (A1, A2) were prepared by reacting 4-aminobenazoic acid with saccharin and benzaldehyde derivatives, using absolute ethanol as a solvent. Several complexes of Mannich bases (A3-A6) were obtained by reacting equimolar amounts of Mannich base derivatives (A1, A2) with the metal salt solution of cobalt and cadmium (MCln.XH2O), using ethanol as a solvent. The synthesized compounds and complexes were characterized using various spectroscopic techniques, including Fourier-Transform Infrared (FT-IR) spectroscopy, and Nuclear Magnetic Resonance (1H,13C-NMR) spectroscopy. Additionally, their melting points, purity, molar conductivity, and magnetic susceptibility were determined. The impact of some prepared compounds and complexes on the growth of two antibiotic-resistant bacterial strains, namely the Gram-negative Pseudomonas Aeruginosa and the Gram-positive Streptococcus Mutans, was studied. Amoxicillin, Ampicillin, and Ciprofloxacin were used as a control antibiotic. Some of the synthesized compounds exhibited significant inhibitory activity against the tested bacterial strains. Molecular docking studies were conducted for the compounds (A1, A2) against Pseudomonas Aeruginosa using the MOE software (2009). The energy minimization process was employed to achieve the most stable conformation (lowest energy barrier) for these compounds.
References
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24. 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, p. 040019). AIP Publishing LLC.
25. Dallakyan, S., & Olson, A. J. (2015). Small-molecule library screening by docking with PyRx. Chemical biology: methods and protocols, 243-250.
26. Fan, J., Fu, A., & Zhang, L. (2019). Progress in molecular docking. Quantitative Biology, 7, 83-89.
2. Warner, D. J. (2008). Ira Remsen, saccharin, and the linear model. Ambix, 55(1), 50-61.
3. Du, J., Xiao, G., Xi, Y., Zhu, X., Su, F., & Kim, S. H. (2020). Periodate activation with manganese oxides for sulfanilamide degradation. Water research, 169, 115278.
4. Dalaf, A. H. (2018). Synthesis and Characterization of Some Quartet and Quinary Hetero cyclic Rings Compounds by Traditional Method and Microwave Routes Method and Evaluation of Their Biological Activity. M.Sc. Thesis, Tikrit University, Tikrit, Iraq: 1-94 pp.
5. Dalaf, A. H., & Jumaa, F. H. (2018). Synthesis, Characterization of some 1,3-Oxazepane -4,7-Dione by Traditional and Microwave routes method and evaluation of their biological activity. Al-utroha for Pure Science. (8): 93-108.
6. 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): 66-67.
7. Salwa, A. J., Ali, L. H., Adil, H. D., Hossam, S. A. (2020). Synthesis and Characterization of Azetidine and Oxazepine Compounds Using Ethyl-4-((4-Bromo Benzylidene) Amino) Benzoate as Precursor and Evalution of Their Biological Activity. Journal of Education and Scientific Studies, ISSN: 24134732. 16(5): 39-52.
8. Abd, I. Q., Ibrahim, H. I., Jirjes, H. M., & Dalaf, A. H. (2020). Synthesis and Identification of new compounds have Antioxidant activity Beta-carotene, from Natural Auxin Phenyl Acetic Acid. Research Journal of Pharmacy and Technology, 13(1): 40-46.
9. Muthukumar, R., Karnan, M., Elangovan, N., Karunanidhi, M., Sankarapandian, V., & Thomas, R. (2022). Synthesis, spectral, computational, wavefunction and molecular docking studies of 4-((thiophene-2-ylmethylene) amino) benzenesulfonamide from sulfanilamide and thiophene-2-carbalaldehyde. Journal of the Indian Chemical Society, 99(10), 100718.
10. Elangovan, N., Gangadharappa, B., Thomas, R., & Irfan, A. (2022). Synthesis of a versatile Schiff base 4-((2-hydroxy-3, 5-diiodobenzylidene) amino) benzenesulfonamide from 3, 5-diiodosalicylaldehyde and sulfanilamide, structure, electronic properties, biological activity prediction and experimental antimicrobial properties. Journal of Molecular Structure, 1250, 131700.
11. Greco, S. J., Lacerda, Valdemar, J., & Bezerra dos Santos, R. (2011). Recent Advances in the Asymmetric Catalytic Mannich Reaction. ChemInform, 42(52), no-no.
12. Skorbach, V., & Kurkina, Y. (2019). Influence of Medicinal Plant Extracts on the Number of Columns of Strain Escherichia Coli. indicators, 3, 6.
13. Hashem, H. E., Nath, A., & Kumer, A. (2022). Synthesis, molecular docking, molecular dynamic, quantum calculation, and antibacterial activity of new Schiff base-metal complexes. Journal of Molecular Structure, 1250, 131915.
14. Salih, B. D., Dalaf, A. H., Alheety, M. A., Rashed, W. M., & Abdullah, I. Q. (2021). Biological activity and laser efficacy of new Co (II), Ni (II), Cu (II), Mn (II) and Zn (II) complexes with phthalic anhydride. Materials Today: Proceedings, 43, 869-874.
15. 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.
16. Aftan, M. M., Talloh, A. A., Dalaf, A. H., & Salih, H. K. (2021). Impact para position on rho value and rate constant and study of liquid crystalline behavior of azo compounds. Materials Today: Proceedings.
17. Aftan, M. M., Toma, M. A., Dalaf, A. H., Abdullah, E. Q., & Salih, H. K. (2021). Synthesis and Characterization of New Azo Dyes Based on Thiazole and Assess the Biological and Laser Efficacy for Them and Study their Dyeing Application. Egyptian Journal of Chemistry, 64(6), 2903-2911.
18. Khalaf, S. D., Ahmed, N. A. A. S., & Dalaf, A. H. (2021). Synthesis, characterization and biological evaluation (antifungal and antibacterial) of new derivatives of indole, benzotriazole and thioacetyl chloride. Materials Today: Proceedings. 47(17), 6201-6210.
19. Dalaf, A. H., Jumaa, F. H., & Salih, H. K. (2021). Preparation, Characterization, Biological Evaluation and Assess Laser Efficacy for New Derivatives of Imidazolidin-4-one. International Research Journal of Multidisciplinary Technovation, 3(4), 41-51.
20. Dalaf, A. H., Jumaa, F. H., & Salih, H. K. (2021). MULTIDISCIPLINARY TECHNOVATION. Red, 15(A2), C44H36N10O8.
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.
22. Alasadi, Y. Kh., Jumaa, F. H., Dalaf, A. H., Shawkat, S. M., & Mukhlif, M. Gh. (2022). Synthesis, Characterization, and Molecular Docking of New Tetrazole Derivatives as Promising Anticancer Agents. Journal of Pharmaceutical Negative Results. 13(3): 513-522.
23. 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, p. 040037). AIP Publishing LLC.
24. 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, p. 040019). AIP Publishing LLC.
25. Dallakyan, S., & Olson, A. J. (2015). Small-molecule library screening by docking with PyRx. Chemical biology: methods and protocols, 243-250.
26. Fan, J., Fu, A., & Zhang, L. (2019). Progress in molecular docking. Quantitative Biology, 7, 83-89.
Published
2023-10-21
How to Cite
Ahmed Abd Khalaf, & Ahmed Abd Khalaf. (2023). Synthesis,Characterization and Study of the Molecular Docking With Biological Activity of Some Mannich Base Complexes Derived 4-Aminobenzoic Acid. Central Asian Journal of Medical and Natural Science, 4(5), 775-785. Retrieved from https://www.cajmns.centralasianstudies.org/index.php/CAJMNS/article/view/1910
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Articles
