Preparation, Characterization, Evaluation of Biological Activity, and Study of Molecular Docking of Azetidine Derivatives

  • Abdul Wahed Abdul Sattar Talluh
Keywords: Azetidine, hydrazone, Biological activity, molecular docking

Abstract

In this work, equal moles of hydrazone base derivatives and chloroacetyl chloride react to
create quaternary rings of azetidine derivatives. Proton nuclear magnetic resonance spectroscopy,
infrared spectroscopy, and physical and spectroscopic techniques were used to confirm the complex
compositions. Furthermore, purity and melting points were established, and thin-layer
chromatography (TLC) was used to track the development of the reaction. Researchers examined
how several produced chemicals affected the development of two bacterial isolates: Escherichia coli,
a gram-negative, and Staphylococcus aureus, a gram-positive. Using the MOE software (2009),
molecular docking investigations were carried out for the compounds (AB12, AB13) against
Escherichia coli. These molecules' most stable conformation (lowest energy barrier) was attained
using the energy minimization procedure

References

Rao, J. (2014). Synthesis, Characterization and Antimicrobial Evaluation of Bisphosphates with Bis-3-chloro-4-oxoazetidin System Derived from Optically Active Tartaric Acid. Jordan Journal of Chemistry (JJC), 9(1), 7-23.‏

Parmar, D. R., Soni, J. Y., Guduru, R., Rayani, R. H., Kusurkar, R. V., Vala, A. G., ... & Battula, S. (2021). Discovery of new anticancer thiourea-azetidine hybrids: Design, synthesis, in vitro antiproliferative, SAR, in silico molecular docking against VEGFR-2, ADMET, toxicity, and DFT studies. Bioorganic Chemistry, 115, 105206.‏

Kamat, V., Santosh, R., Poojary, B., Nayak, S. P., Kumar, B. K., Sankaranarayanan, M., ... & Vootla, S. K. (2020). Pyridine-and thiazole-based hydrazides with promising anti-inflammatory and antimicrobial activities along with their in silico studies. ACS omega, 5(39), 25228-25239.‏

Beatriz, A., Mondino, M. G., & de Lima, D. P. (2022). Lactams, Azetidines, Penicillins, and Cephalosporins: An Overview on the Synthesis and Their Antibacterial Activity. N-Heterocycles: Synthesis and Biological Evaluation, 97-142.‏

Patel, S., Sen, A. K., Dash, D. K., Sadhu, P. K., & Baile, S. B. (2020). Synthesis, Characterization and Biological Evaluation of Azetidine Analogues and Related Compounds.‏

da Silveira Pinto, L. S., Vasconcelos, T. R. A., Gomes, C. R. B., & de Souza, M. V. N. (2020). A brief review on the development of novel potentially active azetidin-2-ones against cancer. Current Organic Chemistry, 24(5), 473-486.‏

N’dri, J. S., Ouattara, B., Koné, M. G. R., Landry, A., Kablan, C., Dembélé, G. S., ... & Ziao, N. (2021). Quantitative Structure-Activity Study against Plasmodium falciparum of a Series of Derivatives of Azetidine-2-Carbonitriles by the Method of Density Functional Theory. Mediterranean Journal of Chemistry, 11(2), 162-171.‏

Wang, B. J., & Duncton, M. A. (2020). A Single-Step Synthesis of Azetidine-3-amines. The Journal of Organic Chemistry, 85(20), 13317-13323.‏

Schindler, C., Kulik, H., Wearing, E., Yeh, Y. C., Terrones, G., Parikh, S., & Kevlishvili, I. (2023). Visible-Light-Mediated aza Paternò-Büchi Reaction of Acyclic Oximes and Alkenes for the Synthesis of Monocyclic Azetidines.‏

Saleh, M. J., & Al-Badrany, K. A. (2023). 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, 4(4), 222-230.‏

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.‏

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.‏

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.‏

Al-Joboury, I. K., & Al-Badrany, K. A. Synthesis of some new 3-chloro-4-aryl-2-azitidinone.‏

Farhan, M. M., & Ayed, D. J. (2022). Comparison and Description of the Synthesis of New Compounds from Azetidin and the Study of their Biological Activity. Journal of Pharmaceutical Negative Results, 1199-1213.‏

Tayama, E., Kurosaki, Y., Iida, M., Aida, T., & Nakanome, N. (2023). Synthesis of α-fluoro-γ-aminobutyric acid derivatives by nucleophilic ring-opening of azetidine-2-carboxylic acid-derived ammonium salts with fluoride. Tetrahedron, 133528.‏

Al-Joboury, W. M., Al-Badrany, K. A., & Asli, N. J. (2021). Synthesis of new azo dye compounds derived from 2-aminobenzothiazole and study their biological activity. Materials Today: Proceedings, 47, 5977-5982.‏

Mohamed, S. A., Al-Badrany, K. A., & Huseen, M. S. (2022). PREPARATION AND STUDY OF BIOLOGICAL ACTIVITY OF PYRIMIDINE COMPOUNDS DERIVED FROM 2-ACETYLPYRIDINE. Vegueta. Anuario de la Facultad de Geografía e Historia, 22, 8.‏

Saleh, R. H., Rashid, W. M., Dalaf, A. H., Al-Badrany, K. A., & Mohammed, O. A. (2020). Synthesis of some new thiazolidinone compounds derived from schiff bases compounds and evaluation of their laser and biological efficacy. Ann Trop & Public Health, 23(7), 1012-1031.‏

Al-Joboury, W. M., Al-Badrany, K. A., & Asli, N. J. (2022, November). 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 (Vol. 2394, No. 1). AIP Publishing.‏

Al-Hadidi, O. A. F., Al-Badrany, K. A., & Al-Bajari, S. A. (2022). Synthesis some of thiazepine compounds from 2-carbboxyaldehyde-5-methyl thiophene and study their biological activity on infected male rats epileptic. Journal of Education and Scientific Studies, 2(20).‏

Najm, R. S., Shannak, Q. A. and Dalaf, A. H., (2023). Synthesis and Decoration of Aromatic Derivatives Nano Platelets by the Electric Method. Azerbaijan Pharmaceutical and Pharmacotherapy Journal. 22(2): 92-97.

Published
2024-02-13
How to Cite
Talluh, A. W. A. S. (2024). Preparation, Characterization, Evaluation of Biological Activity, and Study of Molecular Docking of Azetidine Derivatives. Central Asian Journal of Medical and Natural Science, 5(1), 608-616. Retrieved from https://cajmns.centralasianstudies.org/index.php/CAJMNS/article/view/2384
Section
Articles

Most read articles by the same author(s)