Guanine Metal Complexes: Spectroscopic Studies, Dying Performance and as Indicator

Authors

  • Asmaa Edrees Department of Chemistry, College of Sciences, University of Baghdad, Baghdad, Iraq.
  • Alyaa Khider Abbas Department of Chemistry, College of Sciences, University of Baghdad, Baghdad, Iraq.

DOI:

https://doi.org/10.30526/37.1.3242

Keywords:

acid-base indicators, Dying performance, guanine, spectroscopic techniques

Abstract

Azo dyes are the most common and widely used dyes, accounting for more than half of each year's dyes. In this work, a complete description of a new innovative series of compounds with the elements [Ag (I), Zn (II)] generated from the guanine azo dye ligand (GAB) 8-[1-(3-carboxy) azo] guanine has been studied. The structural formula was studied using several physicochemical analyses and spectroscopic techniques (FT-IR spectra, UV-Vis). The FTIR spectrum of the ligand (GAB) was compared to the spectra of the metal ion complexes formed to determine its identity. Chelating caused some changes in the spectra of the complexes to appear to demonstrate that they could be linked to the ligand. The complexes have a tetrahedral geometry shape, the ligand functions as a bidentate ligand, and thermogravimetric analysis (TGA) is used to measure the thermal stability of compounds. The findings and equation presented by the analytical data seemed to be in good accord with the conclusions of the thermogravimetric investigation, which demonstrated that the disintegration of the ligand (GAB) and its complexes occur in multiple steps. The configuration that follows weakens thermal stability:

GAB(35.52%)>[Ag(GAB)(H2O)2]NO3.2H2O(34.6%)>[Zn(GAB)Cl2].H2O(31.54%), and the complexes have tetrahedral geometry shape. Furthermore, elemental analysis, mole ratio, and the mole ratio of each complex (1:1) (M:L). The ligand was effective as an acid-base indicator when the pH changed; they exhibited a striking color change, similar to how the ligand (GAB) and its complexes can be used to dye wool textiles due to their wide range of colors. It investigated how well the ligand (GAB) and its complex worked as a wool dye. The ligand GAB and its metal complexes were used to color most of the protein filaments in wool fiber, which have a complex structure with amino and carboxyl groups and colors ranging from orange to green.

References

Benkhaya, S.; M'rabet, S.; El Harfi, A. Classifications, properties, recent synthesis and applications of azo dyes. Heliyon, 2020, 6(1), e03271. https://doi.org/10.1016/j.heliyon.2020.e03271.

Alexander, B.; Imran, A.; Tewelde, S.; Ahmedin, H.; Ghebray, A.; Roop, C. Studies of eco-friendly natural acid-base pH indicators properties of two flowering plants from Adi-Nifas and Mai-Nefhi Eritrea. Journal of Pharmacognosy and Phytochemistry, 2018, 7(5), 1817-1822.

https://www.phytojournal.com/archives/2018/vol7issue5/PartAF/7-4-533-449.pdf.

Kofie, W.; Amengor, C.; Orman, E. Investigations on synthesized azo compound,[4-((4-Hydroxynaphthalen-1-yl) diazenyl) benzoic acid](p-ABAαN), as an acid-base indicator. International Research Journal of Pure and Applied Chemistry, 2016,10(4),1-12. http://dx.doi.org/10.9734/IRJPAC/2016/20229. DOI: https://doi.org/10.9734/IRJPAC/2016/20229

Abbas, A.K. Preparation, characterization and biological evaluation of some lanthanide (ΙΙΙ) ions complexes with 3-(1-methyl-2-benzimidazolylazo)-Tyrosine. Baghdad Science Journal, 2016, 13(2), 128-142. https://doi.org/10.21123/bsj.2016.13.2.2NCC.0128.

Jasim, D.J.; Abbas, A.K. Synthesis, identification, antibacterial, medical and dying performance studies for azo-sulfamethoxazole metal complexes. Eurasian Chemical Communications, 2022, 4(1), 16-40.

https://doi: 10.22034/ecc.2022.310593.1251.

Hussein, N.A.; Abbas, A.K. Synthesis, spectroscopic characterization and thermal study of some transition metal complexes derived from caffeine azo ligand with some of their applications. Eurasian Chem Communications, 2022, 4(1), 67-93. https://doi: 10.22034/ecc.2022.307545.1245.

Merino, E. Synthesis of azobenzenes: the coloured pieces of molecular materials. Chemical Society Reviews, 2011, 40(7), pp.3835-3853. https://doi.org/10.1039/C0CS00183J. DOI: https://doi.org/10.1039/c0cs00183j

Mallikarjuna, N.M.; Keshavayya, J.; Maliyappa, M.R.; Ali, R.S.; Venkatesh, T. Synthesis, characterization, thermal and biological evaluation of Cu (II), Co (II) and Ni (II) complexes of azo dye ligand containing sulfamethaxazole moiety. Journal of Molecular Structure, 2018, 1165, 28-36. http://dx.doi.org/10.1016/j.molstruc.2018.03.094. DOI: https://doi.org/10.1016/j.molstruc.2018.03.094

Gaber, M.; El-Wakiel, N.; Hemeda, O.M. Cr (III), Mn (II), Co (II), Ni (II) and Cu (II) complexes of 7-((1H-benzo [d] imidazol-2-yl) diazenyl)-5-nitroquinolin-8-ol. synthesis, thermal, spectral, electrical measurements, molecular modeling and biological activity. Journal of Molecular Structure, 2019, 1180, 318-329. http://dx.doi.org/10.1016/j.molstruc.2018.12.006.

Abbas, A.K. Lanthanide ions complexes of 2-(4-amino antipyrine)-L-tryptophane (AAT): preparation, identification and antimicrobial assay. Iraqi Journal of Science, 2015, 56(4C),3297-309.

Rasool, S.R.; Aljamali, N.M.; Al-Zuhairi, A.J. Guanine substituted heterocyclic derivatives as bioactive compounds. Biochem. Cell. Arch, 2020, 20(2), 3651-3655. https://connectjournals.com/03896.2020.20.3651.

Mahmoud, W.A.; Ali, A.A.M.; Kareem, T.A. Preparation and spectral characterization of new azo imidazole ligand 2-[(2-cyano phenyl) Azo]-4, 5-Diphenyl imidazole and its complexes with Co (II), Ni (II), Cu (II), Zn (II), Cd (II) and Hg (II) ions. Baghdad Science Journal, 2015, 12(1),96-109. https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/532/463.

Abdel-Rahman, L.H.; Abu-Dief, A.M.; El-Khatib, R.M.; Abdel-Fatah, S.M. Some new nano-sized Fe (II), Cd (II) and Zn (II) Schiff base complexes as precursor for metal oxides: Sonochemical synthesis, characterization, DNA interaction, in vitro antimicrobial and anticancer activities. Bioorganic chemistry, 2016, 69, 140-152. https://doi.org/10.1016/j.bioorg.2016.10.009. DOI: https://doi.org/10.1016/j.bioorg.2016.10.009

Jasim, D.J.; Abbas, A. Divalent metal complexes of azo sulfamethaxazole: Synthesis and characterization with study some of their applications. Nat. Volatiles & Essent. Oils, 2021, 8(4), 8272-8300. https://www.nveo.org/index.php/journal/article/view/1846.

Cai, J.; Jiang, H.; Chen, W.; Cui, Z. Design, synthesis, characterization of water-soluble indophenine dyes and their application for dyeing of wool, silk and nylon fabrics. Dyes and Pigments, 2020, 179, 108385. http://dx.doi.org/10.1016/j.dyepig.2020.108385.

Al-Majidi, S.M.; Al-Khuzaie, M.G. Synthesis and characterization of new azo compounds linked to 1, 8-naphthalimide and studying their ability as acid-base indicators. Iraqi Journal of science, 2019, 2341-235. https://doi.org/10.24996/ijs.2019.60.11.4.

Abdulghani, A.J.; Abbas, N.M. Synthesis characterization and biological activity study of new schiff and mannich bases and some metal complexes derived from isatin and dithiooxamide. Bioinorganic chemistry and applications, 2011,2-15. https://doi.org/10.1155/2011/706262. DOI: https://doi.org/10.1155/2011/706262

Mehdi, I.B.; Jassim, A.H; Mihsen, H.H. Some metal Complexes of Schiff-Base Derived from Dithiooxamide and 2, 4, 5-Trimethoxeybenzaldehyde. journal of kerbala university, 2017, 13,0-0. https://www.iasj.net/iasj/article/56779.

Salh, H.M.; Al-Noor, T.H. Preparation, structural characterization and biological activities of curcumin-metal (II)-L-3, 4-dihydroxyphenylalanin (L-dopa) complexes. Ibn AL-Haitham Journal For Pure and Applied Sciences, 2023, 36(1),170-185. https://doi.org/10.30526/36.1.2899.

Sarhan, B.M.; Rumez, R.M.; Hassan, H.A. Synthesis and characterization of some new metal complexes of ethyl cyano (2-methyl carboxylate phenyl azo acetate). Ibn AL-Haitham Journal For Pure and Applied Science, 2017, 26(2), 178-187. https://jih.uobaghdad.edu.iq/index.php/j/article/view/463.

Abass, A.K. Synthesis, structural and biological efficiency studies of new azo ligands and their complxes with Zn (II), Cd (II) and Hg (II) metal ion. Ibn AL-Haitham Journal For Pure and Applied Science, 2017, 28(3),169-186. https://jih.uobaghdad.edu.iq/index.php/j/article/view/151.

Hasan, H.A.; Alwan, W.M.; Ahmed, R.M.; Yousif, E.I. Synthesis and characterization of some mixed-ligand complexes containing azo dye and 1, 10-phenanthroline with CoII, ZnII, CdII and HgII ions. Ibn AL-Haitham Journal For Pure and Applied Science, 2017,28(3),187-203. https://www.iasj.net/iasj/download/7a74baec637fd4bd.

Khashan, K.S.; Sulaiman, G.M.; Hussain, S.A. Synthesis and characterization of aluminum doped zinc oxide nanostructures by Nd: YAG laser in liquid. Iraqi Journal of Science, 2020, 2590-2598. https://doi.org/10.24996/ijs.2020.61.10.15.

Al-Azzawi, A.M.; Jassem, E.K. Synthesis and characterization of several new succinimides linked to phenyl azo benzothiazole or thiazole moieties with expected biological activity. Iraqi Journal of Science, 2016, 534-544.‏ https://ijs.uobaghdad.edu.iq/index.php/eijs/article/view/7498.

Sallal, Z.A.; Ghanem, H.T. Synthesis and identification of new oxazepine derivatives bearing azo group in their structures. Iraqi Journal of Science, 2018, 1-8.‏ https://ijs.uobaghdad.edu.iq/index.php/eijs/article/view/163.

Kadhim, S.M.; Mahdi, S.M. Preparation and characterization of new (halogenated azo-Schiff) ligands with some of their transition metal ions complexes. Iraqi Journal of Science, 2022, 3283-3299. https://doi.org/10.24996/ijs.2022.63.8.4.

Barman, K.; Jasimuddin, S. Electrochemical detection of adenine and guanine using a self-assembled copper (II)–thiophenyl-azo-imidazole complex monolayer modified gold electrode. RSC Advances, 2014, 4(91), 49819-49826.‏ https://doi.org/10.1039/C4RA08568J. DOI: https://doi.org/10.1039/C4RA08568J

Shukla, C.A.; Kute, M S.; Kulkarni, A.A. Towards sustainable continuous production of azo dyes: possibilities and techno-economic analysis. Green Chemistry, 2021, 23(17), 6614-6624. https://doi.org/10.1039/D1GC01133B.

Dabish, R.A; Khider, A. Synthesis and spectral studies of some new complexes containing azo ligand with anticancer, antibacterial and dyeing performance. Annals of the Romanian Society for Cell Biology, 2021, 7968-8006.‏ http://www.annalsofrscb.ro/index.php/journal/article/view/3498.

Bouhdada, M.; Amane, M.E. Synthesis, characterization and spectroscopic properties of the hydrazodye and new hydrazodye-metal complexes. Journal of Molecular Structure, 2017, 1150, 419-426.‏ https://ui.adsabs.harvard.edu/link_gateway/2017JMoSt1150..419B/doi:10.1016/j.molstruc.2017.09.007. DOI: https://doi.org/10.1016/j.molstruc.2017.09.007

Downloads

Published

20-Jan-2024

Issue

Section

Chemistry

Publication Dates