Synthesis, Charactarizit and Evaluation of Bacterial Efficacy and Study of Molecular Substrates of Cobalt (II) Complex [Co (2-(benzo[d]thiazol-2-yloxy) acetohydrazide) (H2O) (Cl2)]

Mahmoud Mehdi Saleh; Jamil Nadhem Saleh; Fahad Farhan Rokan; Mohammed Jwher Saleh

Mahmoud Mehdi Saleh Tikrit University, College of Education for Pure Sciences/Departement of Chemistry
Jamil Nadhem Saleh Salah al-Din Education Directorate, Iraq
Fahad Farhan Rokan Kirkuk, Ministry of Education, Departement of Chemistry
Mohammed Jwher Saleh Salah al-Din Education Directorate, Iraq

Keywords: Hydrazide, Benzothiazole, Complexes, Molecular Docking, Biological Activity

Abstract

Due to the importance of medical and biological cobalt complexes, in this research, a new complex of cobalt complexes was prepared [Co (2-(benzo[d]thiazol-2-yloxy)acetohydrazide)(H₂O)(Cl₂)] using 2-(benzo[d]thiazol-2-yloxy)acetohydrazide as a basic alkand.the lycand was prepared from the reaction of the ester with aqueous hydrazine. , using physical techniques (color, melting point, R_f ) and spectral methods (FT-IR infrared spectrum, carbon-Proton NMR spectrum ¹H-NMR , ¹³C-NMR, SEM & XRD) the correctness of the compositions of the prepared compounds was confirmed , and then the bioeffectiveness of the series of compounds was studied on two types of Gram-positive and Gram-negative bacteria (Staphylococcus aureus and Escherichia coli), And the study of the molecular Docking of the complex and the ligand on Pseudomonas aeruginosa bacteria and the calculation of the binding energy and RMSD values.

References

‏Pathak, N., Rathi, E., Kumar, N., Kini, S. G., & Rao, C. M. (2020). A review on anticancer potentials of benzothiazole derivatives. Mini reviews in medicinal chemistry, 20(1), 12-23.‏

Huang, S. T., Hsei, I. J., & Chen, C. (2006). Synthesis and anticancer evaluation of bis (benzimidazoles), bis (benzoxazoles), and benzothiazoles. Bioorganic & medicinal chemistry, 14(17), 6106-6119.‏

Morsy, M. A., Ali, E. M., Kandeel, M., Venugopala, K. N., Nair, A. B., Greish, K., & El-Daly, M. (2020). Screening and molecular docking of novel benzothiazole derivatives as potential antimicrobial agents. Antibiotics, 9(5), 221.‏

Singh, M. K., Tilak, R., Nath, G., Awasthi, S. K., & Agarwal, A. (2013). Design, synthesis and antimicrobial activity of novel benzothiazole analogs. European journal of medicinal chemistry, 63, 635-644.‏

Luo, B., Li, D., Zhang, A. L., & Gao, J. M. (2018). Synthesis, antifungal activities and molecular docking studies of benzoxazole and benzothiazole derivatives. Molecules, 23(10), 2457.‏

Suresh, C. H., Rao, J. V., Jayaveera, K. N., & Subudhi, S. K. (2011). Synthesis and anthelminitc activity of 3 (2-hydrazino benzothiazoles)-substituted indole-2-one. IJPR, 2, 257-61.‏

Apelt, J., Grassmann, S., Ligneau, X., Pertz, H. H., Ganellin, C. R., Arrang, J. M., ... & Stark, H. (2005). Search for histamine H3 receptor antagonists with combined inhibitory potency at N τ-methyltransferase: ether derivatives. Die Pharmazie-An International Journal of Pharmaceutical Sciences, 60(2), 97-106.‏

Khalil, M. I., & Khalal, Q. Z. (2021, March). Synthesis and characterization of new compounds derived from 2-hydrazinobenzothiazole and evaluated their antibacterial activity. In Journal of Physics: Conference Series (Vol. 1853, No. 1, p. 012007). IOP Publishing.‏

Gurram, S. R., & Azam, M. A. (2021). Design, synthesis, antibacterial evaluation and molecular docking studies of some newer baenzothiazole containing aryl and alkaryl hydrazides. Chemistry & Biodiversity, 18(7), e2100117.‏

Abbas, E. M., Amin, K. M., El-Hamouly, W. S., Dawood, D. H., & Abdalla, M. M. (2015). Synthesis, anti-inflammatory and antinociceptive activity of some novel benzothiazole derivatives. Research on chemical Intermediates, 41, 2537-2555.‏

Huang, G., Cierpicki, T., & Grembecka, J. (2023). 2-Aminobenzothiazoles in anticancer drug design and discovery. Bioorganic chemistry, 135, 106477.‏

Alazzawi, S. S., & Alasadi, Y. K. (2023). Synthesis and study of the biological activity and molecular Docking of 2-hydrazinobenzothiazole derivatives. Multi-Knowledge Electronic Comprehensive Journal For Education & Science Publications (MECSJ), (62).‏

Zaki, A. N. M., Husain, S. S., & Obaid, B. H. (2016). Effect of some derivatives quinoline prepared on some pathogenic bacteria species compared with the 2-hydrazinobenzothiazole. AGERC, 805.‏

Catalano, A., Carocci, A., Defrenza, I., Muraglia, M., Carrieri, A., Van Bambeke, F., ... & Franchini, C. (2013). 2-Aminobenzothiazole derivatives: search for new antifungal agents. European Journal of Medicinal Chemistry, 64, 357-364.‏

Nagarajan, S. R., De Crescenzo, G. A., Getman, D. P., Lu, H. F., Sikorski, J. A., Walker, J. L., ... & Blystone, L. (2003). Discovery of novel benzothiazolesulfonamides as potent inhibitors of HIV-1 protease. Bioorganic & medicinal chemistry, 11(22), 4769-4777.‏

Holobova, E., & Peijessy, A. (1986). synthesis and properties of 2-hydrazinobenzothiazole derivatives. Chem. Papers, 40(6), 791-796.‏

Dash, D. C., Mahapatra, A., Mohapatra, R. K., Ghosh, S., & Naik, P. (2008). Synthesis and characterization of dioxouranium (VI), thorium (IV), oxozirconium (IV) and oxovanadium (IV) complexes with 1, 11-dihydroxy-1, 4, 5, 7, 8, 11-hexaaza-2, 3, 9, 10-tetramethyl-1, 3, 8, 10-decatetraene-6-thione and their derivatives with chloroacetic acid.‏

AL SOUD, Y. A., AL SADONI, H. H., Saeed, B., Jaber, I. H., MO, B. K., AL MASOUDI, N. A., ... & Loddo, R. (2008). Synthesis and in vitro antiproliferative activity of new benzothiazole derivatives. Arkivoc, 2008(15), 225-238.‏

Shcherbakov, V. V., Artemkina, Y. M., Akimova, I. A., & Artemkina, I. M. (2021). Dielectric characteristics, electrical conductivity and solvation of ions in electrolyte solutions. Materials, 14(19), 5617.‏

Duong, T. H., Devi, A. P., Huynh, N. V., Sichaem, J., Tran, H. D., Alam, M., ... & Nguyen, T. C. (2020). Synthesis, α-glucosidase inhibition, and molecular docking studies of novel N-substituted hydrazide derivatives of atranorin as antidiabetic agents. Bioorganic & Medicinal Chemistry Letters, 30(17), 127359.

Ramírez, H., Fernandez, E., Rodrigues, J., Mayora, S., Martínez, G., Celis, C., ... & Charris, J. (2021). Synthesis and antimalarial and anticancer evaluation of 7‐chlorquinoline‐4‐thiazoleacetic derivatives containing aryl hydrazide moieties. Archiv der Pharmazie, 354(7), 2100002.

Umapathi, A., Navya, P. N., Madhyastha, H., Singh, M., Madhyastha, R., Maruyama, M., & Daima, H. K. (2020). Curcumin and isonicotinic acid hydrazide functionalized gold nanoparticles for selective anticancer action. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 607, 125484.

Popiołek, Ł. (2021). Updated Information on Antimicrobial Activity of Hydrazide–Hydrazones. International Journal of Molecular Sciences, 22(17), 9389.

Jabeen, M., Ahmad, S., Shahid, K., Sadiq, A., & Rashid, U. (2018). Ursolic acid hydrazide based organometallic complexes: synthesis, characterization, antibacterial, antioxidant, and docking studies. Frontiers in Chemistry, 6, 55.

Reddy, A. K., & Kathale, N. E. (2017). Synthesis and anti-inflammatory activity of hydrazones bearing biphenyl moiety and vanillin based hybrids. Oriental Journal of Chemistry, 33(2), 971.

Pan, X., Chen, L., Xu, W., Bao, S., Wang, J., Cui, X., ... & Chen, R. (2021). Activation of monoaminergic system contributes to the antidepressant-and anxiolytic-like effects of J147. Behavioural Brain Research, 411, 113374.

Sadeek, G. T., Saeed, Z. F., & Saleh, M. Y. (2023). Synthesis and Pharmacological Profile of Hydrazide Compounds. Research Journal of Pharmacy and Technology, 16(2), 975-982.‏

Mutlag, Z. J., & Irzoqi, A. A. (2024). SYNTHESIS, DIAGNOSIS, THERMAL STUDY, ANTIOXIDANT AND ANTIBACTERIAL ACTIVITY OF SOME HYDRAZIDE DERIVATIVES. Journal of International Pharmaceutical Research, 52(1), 49-59.‏

Dalaf, A. H., Saleh, M. J., & Saleh, J. N. (2024). Green Synthesis, Characterization, and Multifaceted Evaluation of Thiazolidinone Derivatives: A Study on Biological and Laser Efficacy. European Journal of Modern Medicine and Practice, 4(7), 155-168.

Talluh, A. W. A. S., Saleh, M. J., & Saleh, J. N. (2024). Preparation, Characterisation and Study of the Molecular Docking of Some Derivatives of the Tetrazole Ring and Evaluation of their Biological Activity. World of Medicine: Journal of Biomedical Sciences, 1(7), 15-23.

Saleh, M. J., Saleh, J. N., & Al-Badrany, K. (2024). Preparation, Characterization, and Evaluation of the Biological Activity of Pyrazoline Derivatives Prepared Using a Solid Base Catalyst. European Journal of Modern Medicine and Practice, 4(7), 25-32.

Talluh, A. W. A. S., Saleh, J. N., & Saleh, M. J. (2024). Preparation, Characterization and Evaluation of Biological Activity and Study of Molecular Docking of Some New Thiazolidine Derivatives.

Talluh, A. W. A. S., Saleh, M. J., Saleh, J. N., Al-Badrany, K., & Mohammed Saleh Al-Jubori, H. (2024). Preparation, characterization, and evaluation of the biological activity of new 2, 3-dihydroquinazoline-4-one derivatives. European Journal of Modern Medicine and Practice, 4(4), 326-332.

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.

Aftan, M. M., Salih, H. K., & Talloh, A. A. (2021). Synthesis of new mesogenic Schiff bases ether with polar halogen Substituent and study their liquid crystalline properties. Journal of Education and Scientific Studies, 5(17).

Abdul Wahed, A. S. T. (2024). Preparation and Evaluation of Bacterial Activity and Study of the Crystalline Properties of Some 1, 3-Oxazepine-4, 7-Dione Derivatives. Central Asian Journal of Theoretical and Applied Sciences, 5(2), 15-26.

Jirjes, H. M., Irzoqi, A. A., Al-Doori, L. A., Alheety, M. A., & Singh, P. K. (2022). Nano cadmium (II)-benzyl benzothiazol-2-ylcarbamodithioate complexes: Synthesis, characterization, anti-cancer and antibacterial studies. Inorganic Chemistry Communications, 135, 109110.

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.

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.

Irzoqi, A. A., Salih, M. M., Jirjes, H. M., & Mensoor, M. K. (2020). Synthesis, Characterization, and Antibacterial Activity of Complexes of Hg (II) with Mixtures of 3-Hydrazonoindolin-2-one and Diphosphine, or Diimine Ligands. Russian Journal of General Chemistry, 90, 1069-1073.

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 Rashidy, A. A. M., Al Badrany, K. A., & Al Garagoly, G. M. (2020, August). Spectrophotometric determination of sulphamethoxazole drug by new pyrazoline derived from 2, 4-dinitro phenyl hydrazine. In Materials Science Forum (Vol. 1002, pp. 350-359). Trans Tech Publications Ltd.

Mohamed, S. A., Hussein, M. S., & Al-Badrany, K. A. (2022). 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, 4(4).

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).

Al-Badrany, K. A., Mohammed, A. S., & Alasadi, Y. K. (2019). Synthesis of some new 1, 3, 4-oxadiazole compounds derived from 1H-imidazole and study their biological activity. Eurasian Journal of Biosciences, 13(1), 501-507.

Al-Badrany, A. S. S., & Al, R. J. S. A. D. (2023). The Impact of the Digital Economy on International Trade, the Case of Egypt for the Period (1990-2020). Integrated Journal for Research in Arts and Humanities, 3(2), 163-173.

Al-Tufah, M. M., Jasim, S. S., & Al-Badrany, K. A. (2020). Synthesis and Antibacterial Evaluation of some New Pyrazole Derivatives. Prof.(Dr) RK Sharma, 20(3), 178.

Al-Badrany, K. A. (2024). The Use of 2-Aminopyrazine as a Basic Nucleophile for the Preparation of New Derivatives of the 5, 6-Dihydropyridine-2 (1H)-ylidene) Cyanamide Ring, their Diagnosis, and Evaluation of their Bacterial Efficacy. European Journal of Modern Medicine and Practice, 4(5), 508-518.

Alasadi, Y. K., Jumaa, F. H., Dalaf, A. H., Shawkat, S. M., & Mukhlif, M. G. (2022). Synthesis, Characterization, and Molecular Docking of New Tetrazole Derivatives as Promising Anticancer Agents. Journal of Pharmaceutical Negative Results, 13(3), 513-522.