Metal ions complexes with an azo compound derived from 2-amino-5-nitrothiazole: spectrophotometric determination and antioxidant activity in spiked samples
Abstract
An innovative ligand NTADBrP was employed for the first time in spectrophotometric methods for the simultaneous determination of Fe(III) and Ni(II) ions. Fe(III) and Ni(II) ions were complexed as NTADBrP complexes and the maximum absorption was observed at 615 nm and 642 nm for Fe(III) and Ni(II) respectively. The linear ranges of Beer’s law for Fe(III) and Ni(II) were 2–50 ppm and 1–40 ppm respectively. The molar absorptivity of the complexes was 5.661 × 104 L mol−1 cm−1 and 4.707 × 104 L mol−1 cm−1 for Fe(III) and Ni(II) respectively. The reproducibility of the method for Fe(III) and Ni(II) showed good precision (RSD = 1.42 % and 1.10 % at 20 ppm) as well as accuracy (recovery = 99.0 %, 98.96 %). For the best concentration of the reagent (3.0 × 10−4 M), the optimal pH for Fe(III) was 4, and 6 for Ni(II). Various metal ions were tested for their potential interference (Cr3+, Cu2+, Co2+, Hg2+, Pb2+, and Cd2+) and found effectively masked by suitable masking agents. The method was applied successfully to the determination of iron in pharmaceutical samples using other standard methods for comparison. In addition, significant antioxidant activity against oxidative attack on plasmid DNA showed by NTADBrP.
-
Research ethics: Not applicable.
-
Informed consent: Not applicable.
-
Author contributions: All authors have accepted responsibility for the entire content of this manuscript and approved its submission.
-
Use of Large Language Models, AI and Machine Learning Tools: None declared.
-
Conflict of interest: All other authors state no conflict of interest.
-
Research funding: None declared.
-
Data availability: Not applicable.
References
1. Al-Adilee, Kh. J.; Jaber, S. A. Synthesis, Characterization and Biological Activities of Some Metal Complexes Derived from Azo Dye Ligand 2-[2′-(5-Methyl Thiazolyl)azo]-5-Dimethylamino Benzoic Acid. Asian J. Chem. 2018, 30 (7), 1537–1545; https://doi.org/10.14233/ajchem.2018.21222.Suche in Google Scholar
2. Hoidy, W. H.; Essa, S. M.; Al-Saadi, M. H. Association of the Manganese Superoxide Dismutase (Mn-SOD) Gene C47T Polymorphism with Lung Cancer: A Case-Control Study. Asian Pac. J. Cancer Prev. 2022, 23 (8), 2617–2621; https://doi.org/10.31557/apjcp.2022.23.8.2617.Suche in Google Scholar
3. Al-Abachi, M. Q.; Abed, S. S.; Al-Uzri, W. A. Spectrophotometric Determination of Chloramphenicol in Pharmaceutical Preparations. Iraqi Natl. J. Chem. 2014, 55, 231–242.Suche in Google Scholar
4. Yazdanbakhsh, M. R.; Yousif, H.; Mamaghani, M.; Moradi, E. O.; Rasa, M.; PourAmir, H.; Bagheri, M. Synthesis, Spectral Characterization and Antimicrobial Activity of Some New Azo Dyes Derived from 4,6-dihydroxypyrimidine. J. Mol. Liq. 2012, 169, 21–26.10.1016/j.molliq.2012.03.003Suche in Google Scholar
5. Al-Sharook, M. Spectrophotometric Determination of Catecholamines in Pharmaceutical Preparations via Charge Transfer Complex Formation Using Bromanil Reagent. J. Educ. Sci. 2007, 19 (2), 1–11; https://doi.org/10.33899/edusj.2007.5781.Suche in Google Scholar
6. Wojciechowski, K.; Szadowski, J. Spectrophotometric Investigation and PPP-MO Calculations of Some Phenylazophthalimide Dyes. Dyes Pigm. 1991, 16 (1), 35–56; https://doi.org/10.1016/0143-7208(91)87019-j.Suche in Google Scholar
7. El-Habeeb, A. A.; Refat, M. S. Enoxacin Fluoroquinolone Antibacterial Agent Complexes with Pt(IV), Ru(III) and Ir(III) Ions: Synthesis, Spectroscopic, Physicochemical Characterizations and Biological Studies. Bull. Chem. Soc. Ethiop. 2024, 38 (3), 685–699.10.4314/bcse.v38i3.11Suche in Google Scholar
8. Essa, S. M.; Hoidy, W. H. Spectrophotometric Determination of Cobalt(II) and Lead(II) Using (1,5-Dimethyl-2-Phenyl-4-((2,3,4-Trihydroxy Phenyl) Diazenyl)-1h-Pyrazol-3(2h)-One) as Organic Reagent: Using it as Antimicrobial and Antioxidants. Nano Biomed. Eng. 2020, 12 (2), 160–166; https://doi.org/10.5101/nbe.v12i2.p160-166.Suche in Google Scholar
9. El-Megharbel, S. M.; Qahi, S. H.; Althobaiti, Kh.; Al-Thubaiti, E.; Hamza, H. R. Z. Antioxidant Novel Activities of Curcumin Complexes with Mg(II), Ca(II), Cu(II), Cr(III) and Se(IV) Metal Ions: Synthesis and Spectral Studies. Bull. Chem. Soc. Ethiop. 2024, 38 (2), 347–363.10.4314/bcse.v38i2.6Suche in Google Scholar
10. Hoidy, W. H.; Essa, S. M.; Al-Saady, F. A.; Al-Mulla, E. A. J. Synthesis, Characterization and Evaluation of Biological Activity of Corn Oil-Based Difatty Acyl Carbamodithioic Acid. Res. J. Pharm. Technol. 2020, 13 (4), 1933–1937; https://doi.org/10.5958/0974-360x.2020.00348.0.Suche in Google Scholar
11. Abd El-Lateef, H. M.; Ali, A. M.; Khalaf, M. M.; Abdou, A. New Fe(III), Co(II), Ni(II), Cu(II), and Zn(II) Mixed-Ligand Complexes: Stractural, DFT, Biological, and Molecular Docking Studies. Bull. Chem. Soc. Ethiop. 2024, 38 (2), 397–416.10.4314/bcse.v38i2.9Suche in Google Scholar
12. Ochieng, O. Complexometric Determination of Nickel (II) in its Synthetic Alloys Using Selected Hydroxytriazenes as Metallochromic Indicators. Int. J. Dev. Sustain. 2019, 8 (9), 627–637.Suche in Google Scholar
13. Somer, G.; Çalışkan, A. C. A New Method for the Simultaneous Determination of Fe (III), Cu (II), Pb (II), Zn (II), Cd (II), and Ni (II) in Wine Using Differential Pulse Polarography. J. Appl. Electrochem. 2009, 39, 2027–2033; https://doi.org/10.1007/s10800-009-9915-1.Suche in Google Scholar
14. Wang, H.; Zhang, H. S.; Cheng, J. K.; Qiu, P. H. Determination of V (V), Nb (V), and Ta (V) with 2-(2-Thiazolylazo)-5-Diethylaminophenol by Reversed-phase High Performance Liquid Chromatography. Microchem. J. 1997, 55 (3), 332–339; https://doi.org/10.1006/mchj.1996.1313.Suche in Google Scholar
15. Geng, Y.; Wang, Z.; Zhou, J.; Zhu, M.; Liu, J.; James, T. D. Recent Progress in the Development of Fluorescent Probes for Imaging Pathological Oxidative Stress. Chem. Soc. Rev. 2023, 52 (11), 3873–3926; https://doi.org/10.1039/d2cs00172a.Suche in Google Scholar PubMed
16. Adnan, S.; Mohsen, S.; Jamel, H. O. Synthesis and Identification of Novel Azo-1,3,4-Thiadiazole Derivative and Using to Spectrophotometric Determination for Some of Transition Metal Complexes. Res. J. Pharm. Technol. 2018, 11 (7), 2859; https://doi.org/10.5958/0974-360x.2018.00527.9.Suche in Google Scholar
17. Aljeboree, A. M.; Alkaim, A. F.; Abdulrazzak, F. H.; Abbas, A. S.; Alshirifi, A. N. Spectrophotometric Determination of Pharmaceutical by Oxidative Coupling of 4-Aminoantipyrine: A Short Review. ARPN J. Eng. Appl. Sci. 2019, 14 (2), 5561–5569; https://doi.org/10.36478/jeasci.2019.5561.5569.Suche in Google Scholar
18. Mohammed, S. A.; Zamel, H. A. Spectrophotometric Assay of Sulphamethoxazole in Pure and Pharmaceutical Dosage Forms by Diazotization and Coupling Reaction. Rafidain J. Sci. 2017, 26 (1), 111–121.10.33899/rjs.2017.139119Suche in Google Scholar
19. Berradi, M.; Hsiss, R.; Khudhair, M.; Assouag, M.; Cherkaoui, O.; El Bachiri, A.; El Harfi, A. Textile Finishing Dyes and Their Impact on Aquatic Environs. Heliyon 2019, 5 (11), e02711; https://doi.org/10.1016/j.heliyon.2019.e02711.Suche in Google Scholar PubMed PubMed Central
20. Agnihotri, M. N.; Al-Resayes, I. S.; Javed, S.; Azam, M.; Saurav, K.; Muthu, S.; Kumar, V.; Singh, M. A Spectrophotometric Determination and the Quantum Chemical Investigation of Pd(II)-3-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran Complex. Bull. Chem. Soc. Ethiop. 2024, 38 (3), 591–603.10.4314/bcse.v38i3.4Suche in Google Scholar
21. Khosravi, A.; Moradian, S.; Gharanjig, K.; Taromi, F. A. Synthesis and Spectroscopic Studies of Some Naphthalimide Based Disperse Azo Dyestuffs for the Dyeing of Polyester Fibres. Dyes Pigm. 2006, 69 (1–2), 79–92; https://doi.org/10.1016/j.dyepig.2005.02.007.Suche in Google Scholar
22. El-Habeeb, A. A.; El-Sayed, M. Y.; Alatawy, I. M. A.; Refat, M. S. Preparation, Spectroscopic and Anticancer Investigations of Metal-Drug Complexes Associated between Flumequine Antibiotic Drug with Lanthanum(III), Samarium(III) and Terbium(III) Chloride. Bull. Chem. Soc. Ethiop. 2024, 38 (3), 671–684.10.4314/bcse.v38i3.10Suche in Google Scholar
23. Rekha, D.; Prasad, P. R.; Sreedhar, N. Y. Monitoring of Nickel(II) in Biological Samples Using 4-(2-Hydroxy-Phenylethamino)benzene-1,3-Diol by Extractive Differential Pulse Polarography. J. Electrochem. Sci. Eng. 2017, 7 (1), 1–64; https://doi.org/10.5599/jese.318.Suche in Google Scholar
24. Akree, L. S.; Ahmad, H. O.; Amin, Z. A. Hepatoprotective Perspective of Newly Synthesized 3-(3,5-bis (Tri Fluoro Methyl) Phenyl)- 5-Methyl-1-((1-Methyl-1h-Pyrrol-2-Yl) Methyl)-2-Thioxoimidazolidin-4-One against Diethyl Nitrosamine Induced Liver Injury in Rats with Molecular Docking Investigatio. Bull. Chem. Soc. Ethiop. 2024, 38 (3), 751–763.10.4314/bcse.v38i3.16Suche in Google Scholar
25. Razack, S.; Kumar, K. H.; Nallamuthu, I.; Naika, M.; Khanum, F. Antioxidant, Biomolecule Oxidation Protective Activities of Nardostachys Jatamansi DC and its Phytochemical Analysis by RP-HPLC and GC-MS. Antioxidants 2015, 4 (1), 185–203; https://doi.org/10.3390/antiox4010185.Suche in Google Scholar PubMed PubMed Central
26. Aljeboree, A. M.; Essa, Sh.M.; Dawood, F. A.; Ali, M. S.; Alkaim, A. F. Eco-friendly Analytical Method for Estimation for Benzodiazepine Drug in Pure and Pharmaceuticals Formulations by Oxidative Coupling Reaction with Phenylephrine Hydrochloride. Int. J. Drug Deliv. Technol. 2023, 13 (1), 313–316; https://doi.org/10.25258/ijddt.13.1.51.Suche in Google Scholar
27. Radia, N. D.; Muninir, M. A.; Essa, Sh.M.; Aljeboree, A. M. Removal of Reactive Yellow Dye from Aqueous Solutions Using Hydrogel Nanocomposites Based on Montmorillonite Clay. Adv. J. Chem., Sect. A 2024, 7 (6), 725–739.Suche in Google Scholar
28. Jamaluddin, A. M; Zannat, T. Spectrophotometric Determination of Fe(III) Using 2-(2-thiazolylazo)-5-diethylaminophenol in the Presence of Triton X-100. J. Saudi Chem. Soc. 2017, 21 (8), 891–898.Suche in Google Scholar
29. Yamaki, R. T.; Oliveira, F. M.; Araujo, A. S.; Marinho, G. S.; Oliveira, A. E. Spectrophotometric Determination of Iron Using 2-(5-bromo-2-pyridylazo)-5-diethylaminophenol. Microchem. J. 2020, 158, 105254.Suche in Google Scholar
30. Malik, A. K.; Rao, A. L. J. Spectrophotometric Determination of Cobalt, Nickel, Palladium, Copper, Ruthenium and Molybdenum after Extraction of their 1-(2-pyridylazo)-2-naphthol Complexes into Molten Naphthalene. J. Anal. Chem. 2000, 55 (8), 746–749.10.1007/BF02757909Suche in Google Scholar
31. Saito, M.; Yamamoto, T.; Yamaguchi, M. Spectrophotometric Determination of Nickel(II) with 4-(2-pyridylazo) resorcinol (PAR) in Cationic Micellar Media. Talanta 2006, 68 (5), 1423–1428.Suche in Google Scholar
© 2025 IUPAC & De Gruyter