SYNTHESIS, CHARACTERIZATION, ANTIBACTERIAL AND TOXICOLOGICAL STUDIES OF HETEROLEPTIC ACETYLSALICYLIC ACID AND ANTHRANILIC ACID METAL COMPLEXES
DOI:
https://doi.org/10.4314/jfas.1261Keywords:
Antibacterial, Toxicology, Analgesics, Anthranilic acid, Acetylsalicylic acidAbstract
This present study aims to evaluate the antibacterial, analgesic, and toxicological activities of new metals [Ni(II), Cu(II), Cd(II), and Zn(II)] complexes derived from acetylsalicylic acid and anthranilic acid via refluxing method in a 1:1:1 stoichiometry ratio. Characterization was executed using melting point, molar conductance, infrared and ultraviolet-visible spectroscopies. The antibacterial activities were investigated by the agar well diffusion method. The toxicological effect of the test compounds in serum and kidney homogenates of Wister rats was investigated. The screened complexes showed better antibacterial activities than their free ligands. The result of the analysis indicated that acetylsalicylic acid possessed a good significant analgesic activity, while toxicological studies confirmed that the complexes were toxic at the level of administered dosage.
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Agwara MO, Ndosiri NB, Mohamadou A, Condé AM. Synthesis, characterization and antimicrobial evaluation of Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) complexes of pyridine-2-carboxylic acid. RJPBCS, 2013, 4(2):1370-1381.
Bamigboye OM, Ejidike IP, Lawal M, Nnabuike GG, Clayton HS. Mixed amodiaquine-acetylsalicylic acid metal complexes: Characterization and antimicrobial potentials. Sci. Technol. Asia, 2021, 26(1):53-63.
Ejidike IP, Ajibade PA. Synthesis, characterization, in vitro antioxidant and anticancer studies of ruthenium(III) complexes of symmetric and asymmetric tetradentate Schiff bases. J. Coord. Chem., 2015, 68(14): 2552-2564.
Ndagi U, Mhlongo N, Soliman ME. Metal complexes in cancer therapy- an update from drug design perspective. Drug Des. Dev. Ther., 2017, 11:599-616.
Enemose EA, Akporhonor EE, Kpomah B. Preparation and evaluation of mixed-ligand complexes of Cu(II) and Co(II) with amodiaquine hydrochloride and sulphamethazine. J. Appl. Sci. Environ. Manage., 2018, 22(6):933-36.
Cuzick J, Thorat MA, Bosetti C, Brown PH, Burn J, Cook NR, et al. Estimates of benefits and harms of prophylactic use of aspirin in the general population. Ann. Oncol., 2015, 26(1):47-57.
Gilroy JB, Otten E. Formazanate coordination compounds: synthesis, reactivity, and applications. Chem. Soc. Rev., 2020, 49(1):85-113.
Ejidike IP, Bamigboye OM, Lawal M, Njoku CB. Metal(II) complexes of some carboxylic group drugs: Chelation, characterization, antibacterial, analgesic, and toxicology studies. Iran. J. Pharm. Sci., 2021, 17(4):47-64.
Kundu SP, Sultan Z, Rahman A, Paul SK, Shikder S, Kundu S, et al. The study of analgesic activity of complexes of magnesium sulfate with aspirin, paracetamol and naproxen. Clin. Pharmacol. Biopharm. 2015, 4(3):143.
Yemitan OK, Adeyemi OO. Mechanistic assessment of the analgesic, anti-inflammatory and antipyretic actions of Dalbergia saxatilis in animal models. Pharm. Biol. 2017, 55(1):898-905.
Ogunniran KO., Ajanaku KO, James OO, Ajani OO, Adekoya JA, Nwinyi OC. Synthesis, characterization, antimicrobial activity and toxicology study of some metal complexes of mixed antibiotics. Afri. J. Pure Appli. Chemistry, 2008, 2(7):69-74.
Hoda P, Bahare H, Saghavaz NF, Mehran D. Synthesis, characterization and antibacterial activity of novel 1,3-diethyl-1,3-bis(4-nitrophenyl)urea and its metal(II) complexes. Molecules, 2017, 22(12):2125.
Bamigboye OM, Ejidike IP, Aliyu AA. Cu(II), Mn(II), Ni(II) complexes of mixed amodiaquine and paraaminobenzoic acid: synthesis, characterization, antimicrobial and toxicological activities in Wister rats. Al-Qadisiyah Journal of Pure Science, 2020, 25(4):Chem 7-20.
Krátký M, Konečná K, Janoušek J, Brablíková M, Janďourek O, Trejtnar F, Stolaříková J and Vinšová J. 4-Aminobenzoic acid derivatives: converting folate precursor to antimicrobial and cytotoxic agents. Biomolecules, 2020, 10(1):9.
Ejidike IP, Bamigboye OM, Clayton HS. Spectral, in vitro antiradical and antimicrobial assessment of copper complexes containing tridentate Schiff base derived from dihydroxybenzene functionality with diaminoethylene bridge. Spectrosc. Lett., 2021, 54(3):212-230.
Ejidike IP and Ajibade PA. Synthesis, spectroscopic, antibacterial and free radical scavenging studies of Cu(II), Ni(II), Zn(II) and Co(II) complexes of 4,4'-{ethane-1,2-diylbis[nitrilo(1E)eth-1-yl-1-ylidene]}dibenzene-1,3-diol Schiff base. J. Pharm. Sci. Res., 2017, 9(5):593-600.
Scalese G, Machado I, Fontana C, Salinas G, Pérez-Díaz L, Gambino D. Heteroleptic Oxidovanadium(V) complexes with activity against infective and non-infective stages of Trypanosoma cruzi. Molecules, 2021, 26(17):5375.
Khanna S, Singh P, Kau H, Joon A. Synthesis, characterization and antimicrobial investigation of mixed ligand complexes of Cobalt(II) and Nickel(II) with P-dimethylaminobenzaldehyde thiosemicarbazone. MJChem., 2019, 21(3):100-109.
Tella AC, Obaleye JA. Synthesis and biological studies of Co(II) and Cd(II) 5-(3,4,5-trimethoxybenzyl) pyrimidine-2,4-diamine (Trimethoprim) complexes. Int. J. Biol. Chem. Sci., 2010, 4(6):2181-2191.
Oladipupo OE, Ibukun DT, Olalekan TE. Synthesis and characterization of mixed ligand dinuclearmetal(II) complexes of anthranilic acid and pyridine-2-aldoxime. Niger. J. Chem. Res., 2018, 23(2):39-50.
Ejidike IP. Cu(II) complexes of 4-[(1E)-N-{2-[(Z)-Benzylidene-amino]ethyl}ethanimidoyl]benzene-1,3-diol Schiff base: Synthesis, spectroscopic, in-vitro antioxidant, antifungal and antibacterial studies. Molecules, 2018, 23:1581.
Bamigboye MO, Quadri LA, Ejidike IP, Ahmed RN. Biochemical and haematological changes in Wister rats after administration of nickel- and copper-drug complexes of isonicotinic acid hydrazide. Int. J. Med. Rev., 2020, 7(2):64-70.
Arise RO, Olowo A, Acho MA, Olufemi O, Adewale AA, Tella AC. Efficacy and safety properties of Lumefantrine-Trimethoprim-Copper complex in mice. Ceylon J. Sci., 2018, 47:347.
Bamigboye MO, Ejidike IP. Synthesis, characterization, antimalarial and antimicrobial activities of mixed Ibuprofen-Pyrimethamine M(II) complexes [M = Cd, Co, Zn, Mn]. Natural & Applied Sciences Journal, 2019, 2(2):38-50.
Olanrewaju AA, Ibeji CU, Festus SF. Synthesis, characterization, and computational studies of metal (II) complexes derived from β-diketone and para-aminobenzoic acid. Indian J. Heterocycl. Chem., 2018, 28(03):351-361.
Zegheb N, Boubekri C, Lanez T, Lanez E, Tüylü Küçükkılınç T, Öz E, Khennoufa A, Khamouli S, Belaidi S. In vitro and in silico determination of some N-ferrocenylmethylaniline derivatives as anti-proliferative agents against MCF-7 human breast cancer cell lines. Anti-Cancer Agents in Medicinal Chemistry, 2022, 22(7), 1426-1437, https://doi.org/10.2174/1871520621666210624141712
Khennoufa A, Bechki L, Lanez T, Lanez E, Zegheb N. Spectrophotometric, voltammetric and molecular docking studies of binding interaction of N-ferrocenylmethylnitroanilines with bovine serum albumin. Journal of Molecular Structure, 2021, 15, https://doi.org/10.1016/j.molstruc.2020.129052
Lanez T, Henni M. Antioxidant activity and superoxide anion radical interaction with 2-(ferrocenylmethylamino) benzonitrile and 3-(ferrocenylmethylamino) benzonitrile J. Iran. Chem. Soc., 2016, 13 (9), 1741-1748, https://doi.org/10.1007/s13738-016-0891-1
Lanez T, Benaicha H, Lanez E, Saidi M. Electrochemical, spectroscopic and molecular docking studies of 4-methyl-5-((phenylimino)methyl)-3H- and 5-(4-fluorophenyl)-3H-1,2-dithiole-3-thione interacting
with DNA. Journal of Sulfur Chemistry, 2018, 39(1), 76-88, https://doi.org/10.1080/17415993.2017.1391811
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Copyright (c) 2022 M. O. Bamigboye, Peter Ejidike, W. A. Osunniran, J. B. Adetunji, J. A. Obaleye, C. A. Adenipekun
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