Biological Activity of Metal Complexes of Sulfamethoxazole and Its Derivatives: A Literature Review

Laith Jumaah Al-Gburi; Taghreed H.  Al-Noor; Eid  Ahmed Abdalrazaq

doi:10.30526/37.1.3091

Authors

Laith Jumaah Al-Gburi Department of Chemistry, College of Education for Pure Science (Ibn-Al Haitham), University of Baghdad, Baghdad, Iraq. https://orcid.org/0009-0004-5378-4002
Taghreed H. Al-Noor Department of Chemistry, College of Education for Pure Science (Ibn-Al Haitham), University of Baghdad, Baghdad, Iraq. https://orcid.org/0000-0002-6761-7131
Eid Ahmed Abdalrazaq Department of Chemistry, Faculty of Science, Al-Hussein Bin Talal University, Ma'an, Jordan. https://orcid.org/0000-0002-0836-7291

DOI:

https://doi.org/10.30526/37.1.3091

Keywords:

Sulfamethoxazole, metal-complexes, sulfa-drug, coordination chemistry

Abstract

Sulfamethoxazole and its derivatives are commonly utilized in the pharmaceutical and medicinal industry due to their biological and pharmaceutical activities, including anti-tubercular, anti-fungal, anti-cancer, anti-bacterial, and herbicidal activities. This review presents the latest and most promising studies related to synthesizing organic derivatives of sulfamethoxazole and their drug-metal complexes and the biological activity associated with these complexes. Some organic drugs, including sulfamethoxazole, exhibit toxicological and pharmacological properties that can be administered in the form of metal complexes. Many researchers have synthesized organic ligands derived from sulfamethoxazole in the forms of Schiff bases and azo compounds, which exhibited higher biological and industrial properties when compared to sulfamethoxazole alone. One of the essential features that make Schiff base more desirable when used for coordination complexation is that it possesses the ability to coordinate with the metal ions via forming chelating; ring makes them very effective in clinical and analytical applications and represent the latest and most promising studies and relate to synthesizing organic derivatives of sulfamethoxazole and their drug-metal complexes, as well as the biological activity associated with these complexes.

Author Biographies

Laith Jumaah Al-Gburi, Department of Chemistry, College of Education for Pure Science (Ibn-Al Haitham), University of Baghdad, Baghdad, Iraq.

Department of Chemistry, College of Education for Pure Science Ibn-Al Haitham, University of Baghdad, Baghdad, Iraq.
Taghreed H. Al-Noor , Department of Chemistry, College of Education for Pure Science (Ibn-Al Haitham), University of Baghdad, Baghdad, Iraq.

Department of Chemistry, College of Education for Pure Science Ibn-Al Haitham, University of Baghdad, Baghdad, Iraq.
Eid Ahmed Abdalrazaq, Department of Chemistry, Faculty of Science, Al-Hussein Bin Talal University, Ma'an, Jordan.

Department of Chemistry, Faculty of Science, Al-Hussein Bin Talal University, Ma'an, Jordan.

References

1. Dias IN, Souza BS, Pereira JH, Moreira FC, Dezotti M, Boaventura RA, Vilar VJ. Enhancement of the photo-Fenton reaction at near neutral pH through the use of ferrioxalate complexes: a case study on trimethoprim and sulfamethoxazole antibiotics removal from aqueous solutions. Chem Eng J. 2014; 247:302-313. https://doi.org/10.1016/J.CEJ.2014.03.020.

2. Siraj IT, Ado HB. Synthesis and characterization of potentially bioactive sulfamethoxazole isatin Schiff base and its Mn (II), Fe (II) and Ni (II) complexes. Chem Search Journal. 2021; 12(1):27-33. http://www.ajol.info/index.php/csj.

3. Yamamoto LM, Nunes JH, Ribeiro MA, da Costa Ferreira AM, Lustri WR, Corbi PP. Copper (II) and silver (I) complexes with sulfamethizole: synthesis, spectroscopic characterization, ESI-QTOF mass spectrometric analysis, crystal structure and antibacterial activities. Polyhedron 2017; 138:168-176. https://doi.org/10.1016/j.poly.2017.09.034.

4. Iqbal MS, Khan AH, Loother BA. Comparative study of pharmaceutical properties of some new derivatives of sulfamethoxazole. Pharm Dev Technol. 2010; 15(6):613-618. https://doi.org/10.3109/10837450903397586.

5. Al-Noor TH, Mahmood Ali A, Al-Sarray AJ, Al-Obaidi OH, Obeidat AI, Habash RR. A short review: chemistry of curcumin and its metal complex derivatives. JUAPS. 2022; 16(1):20-26. http://dx.doi.org/10.37652/juaps.2022.174832.

6. Olagboye S.A. Synthesis, characterization, and anti-microbial activities of mixed ligand complexes of sulfamethoxazole-urea with cobalt(II) and zinc(II) ions in a water-methanol medium. GSC Biol Pharm Sci. 2022; 19(2):215–224. https://doi.org/10.30574/gscbps.2022.19.2.0149.

7. Khalil MM, Ismail EH, Mohamed GG, Zayed EM, Badr A. Synthesis and characterization of a novel schiff base metal complexes and their application in determination of iron in different types of natural water. OJIC. 2012; 2(2):13-21. http://dx.doi.org/10.4236/ojic.2012.22003.

8. Manikshete AH, Sarsamkar SK, Deodware SA, Kamble VN, Asabe MR. Synthesis, characterization and antimicrobial activity of new cobalt (II), nickel (II) and copper (II) complexes with 2-(2-hydroxy-1,2-diphenylethylideneamino) benzoic acid. Inorg Chem Commun. 2011; 14(5):618-621. https://doi.org/10.1016/j.inoche.2011.01.016.

9. Osowole AA, Wakil SM, Alao OK. Synthesis, characterization and antimicrobial activity of some mixed Trimethoprim-Sulfamethoxazole metal drug complexes. WASJ. 2015; 33(2):336-342. http://dx.doi.org/10.5829/idosi.wasj.2015.33.02.22206.

10. Maurya RC, Jhamb S, Roy S, Chourasia J, Sharma AK, Vishwakarma P. Synthesis, characterization, and 3D-molecular modeling and analysis of some copper (II) chelates in O, N-donor coordination pattern involving Schiff bases derived from 4-butyryl-3-methyl-1-phenyl-2-pyrazolin-5-one and some sulfa drugs. AJC. 2015; 8(2):143-154. https://doi.org/10.1016/j.arabjc.2011.01.015

11. Mallikarjuna NM, Keshavayya J, Maliyappa MR, Ali RS, Venkatesh T. Synthesis, characterization, thermal and biological evaluation of Cu (II), Co (II) and Ni (II) complexes of azo dye ligand containing sulfamethaxazole moiety. J Mol Struct. 2018; 1165:28-36. https://doi.org/10.1016/j.molstruc.2018.03.094.

12. Kumar R, Sharma S. Synthesis, spectroscopic, thermal studies and biological activity of a new schiff base and its copper complexes. RJST. 2020; 12(4):251-256. https://doi.org/10.5958/2349-2988.2020.00033.9.

13. Al-Khodir FA. Ca (II), Zn (II) and Au (III) sulfamethoxazole sulfa-drug complexes: Synthesis, spectroscopic and anticancer evaluation studies. Orient J Chem. 2015;31(3):1277. http://dx.doi.org/10.13005/ojc/310304.

14. Pindiga NY, Zulqiflu A, Adamu UA, Usman Hamidu YM. Synthesis, characterization and studies antibacterial activity of iron and zinc metal complexes derived from sulfamethoxazole. DUJOPAS. 2018; 4(2):575-583. https://api.semanticscholar.org/CorpusID:199428734.

15. Hassan MM, Abbas AH, Abed EH, Abodi EE. Synthesis, characterization and antimicrobial activity of V (IV), Ag (I) and Cd (II) complexes with mixed ligands derived from sulfamethoxazole and trimethoprim. Adv Anal Chem. 2018; 8(2):15-21. https://doi.org/10.5923/j.aac.20180802.01.

16. Eugene-Osoikhia TT, Aleem AO, Ayeni F. Synthesis, characterisation and antimicrobial studies of mixed ligands metal (II) complexes of sulfamethoxazole and N, N-donors heterocycles. FJS. 2020; 4(2):217-232. https://doi.org/10.33003/fjs-2020-0402-179.

17. Baran W, Adamek E, Ziemiańska J, Sobczak A. Effects of the presence of sulfonamides in the environment and their influence on human health. Hazardous Mater. 2011; 196:1-5. https://doi.org/ 10.1016/j.jhazmat.2011.08.082.

18. Dasa D, Dea I, Sahua N, Roya S, Sepaya N, Duttaa P, Guptab S, Sinha C. Spectroscopic characterization, biological activities and theoretical computation of manganese (II) and copper (II) complexes of sulfamethoxa-zolyl-azo-acetylacetonate. J. Indian Chem. Soc. 2017; 94(5):469-480.

19. Bouchoucha A, Zaater S, Bouacida S, Merazig H, Djabbar S. Synthesis and characterization of new complexes of nickel (II), palladium (II) and platinum (II) with derived sulfonamide ligand: structure, DFT study, antibacterial and cytotoxicity activities. J Mol Struct. 2018; 1161:345-55. https://doi.org/10.1016/j.molstruc.2018.02.057.

20. Anacona JR, Ortega G. Metal-based antibacterial agents: Synthesis, characterization, and biological evaluation of ternary Mn (II) and Co (II) complexes containing sulfamethoxazole and cephalosporins. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry. 2015; 45(3):363-9. https://doi.org/10.1080/15533174.2013.840793.

21. Adamu UA, Magaji B, Mohammad AB, Sani MM, Adoram N. Synthesis, characterization and antibacterial study of Co (II) and Cu (II) complexes of sulfamethoxazole. AJARR. 2020; 10(4):38-43. https://doi.org/10.9734/ajarr/2020/v10i430251.

22. Alosaimi EH. Spectroscopic Characterization, Thermogravimetry and biological studies of Ru (III), Pt (IV), Au (III) complexes with sulfamethoxazole drug ligand. Crystals. 2022; 12(3):340. https://doi.org/10.3390/cryst12030340.

23. Rama I, Selvameena R. Synthesis, structure analysis, anti-bacterial and in vitro anti-cancer activity of new Schiff base and its copper complex derived from sulfamethoxazole. J Chem Sci. 2015; 127(4):671-678. https://doi.org/10.1007/s12039-015-0824-z.

24. Jaber ZA. Preparation and characterization of Cu (II), Mn (II) and Zn (II) complexes with new sulfamethoxazole compounds. Baghdad Sci J. 2017; 14(3):575-581. http://dx.doi.org/10.21123/bsj.2017.14.3.0575.

25. Jasim DJ, Abbas AK. Synthesis, identification, antibacterial, medical and dying performance studies for azo-sulfamethoxazole metal complexes. ECC. 2022; 4(1):16-40. https://doi.org/10.22034/ecc.2022.310593.1251.

26. Sahu N, Pal K, Ahmed F, Sepay N, Jana K, Slawin AM, Sinha C. Functionalized sulfamethoxazole and its metal complex: Structural characterization, antibacterial and anticancer study of sulfamethoxazolyl-azo-salicylic acid and its copper (II) complex. J Indian Chem Soc. 2020; 97(8):1199-1209.

27. Al-Obidi LK, Al-Noor TH. Synthesis, spectral and bacterial studies of mixed ligand complexes of Schiff base derived from methyldopa and anthranilic acid with some metal ions. IHJPAS. 2018:2 35-247. https://doi.org/10.30526/2017.IHSCICONF.1797.

28. Al Sarray AJ, Al Mousawi IM, Al Noor TH. Acid activation of Iraqi bentonite clay: Its structural, dielectric and electrical behavior at various temperatures. Chem Methodol. 2022; 6(4):331-338. https://doi.org/10.22034/chemm.2022.328714.1439.

29. Al-Noor IH, Al-Dohan IA, Abd-AI-Magide I. Syntesis and characterization of complexes anthranilic acid with some metal ions. IHJPAS. 2017; 19(3):85-98A.

30. Hasan HA, Yousif EI. Formation of new macrocyclic complexes with bis (dithiocarbamate) ligand; preparation, structural characterisation and bacterial activity. IHJPAS. 2017; 29(3):146-66.