Cu@KF/Clinoptilolite NPs Promoted Removing Cefixime as Antibiotic and 4-nitrophenole as Pollutant from Aqueous Environment

Subject Areas : Medicinal Chemistry

Rasool Paidar ¹ (Faculty of Civil, Water and Environmental Engineering, Shahid Beheshti University, Tehran, Iran)
Gagik Badalians Gholikandi ² (Associate Professor/ Faculty member of Shahid Beheshti University)
Abolghasem Alighardashi ³ (Faculty of Civil, Water and Environmental Engineering, Shahid Beheshti University, Tehran, Iran)
Yousef dadban shahamat ⁴ (Environmental Health Research Center, Department of Environmental Health Engineering, Faculty of Health, Golestan University of Medical Sciences, Gorgan, Iran)
Hadi Rahimzadeh Barzaki ⁵ (Department of Environmental Health Engineering, Faculty of Health and Environmental Health Research Center, Golestan University of Medical Sciences, Gorgan, Iran)

Received: 2023-11-15 Accepted : 2024-02-11 Published : 2024-06-08

Keywords: Cu@KF/Clinoptilolite NPs, 4-nitrophenol (4-NP), Petasits hybridus leaves water extract, Cefixime (CFX),

Abstract :

In this work, Cu@KF/Clinoptilolite NPs was synthesized using Petasites hybridus rhizome water extract as a simple and efficient green procedure. The obtained catalysts were characterized by XRD, SEM, EDX and TEM analysis. The average particle size diameter of the Cu@KF/Clinoptilolite nanoparticles was approximately 30 nm. The adsorption properties of Cu@KF/Clinoptilolite NPs for the removal of cefixime and 4-NP (4-nitrophenol) from aqueous environment were investigated. Using Petasits hybridus leaves water extract, high performance Cu@KF/Clinoptilolite nanoparticles were created in this study. They were then used in numerous reactions to demonstrate the reusability of the nanocatalyst and serve as an environmentally friendly adsorbent for the removal of cefixime (CFX). Also, the catalytic activity of the green synthesized Cu/KF/CP NPs was evaluated in the reduction of organicpollutants such as 4-NP in water at mild conditions. The results indicated that the biosynthesized NCs have very high and effective catalytic activity for organic pollutants within a short time. Some benefits of this process are the quick reaction time, high product yields, and simplicity of catalyst and product separation.

References:

1. Domling A, Wang W, Wang K. Chemistry and Biology Of Multicomponent Reactions. Chem. Rev., 2012; 112 (6): 3083–3135.
2. Estevez V, Villacampa M, Menendez J C. Multicomponent reactions for the synthesis of pyrroles. Chem. Soc. Rev., 2010; 39:4402-4421.
3. Ruijter E, Orru RV. Multicomponent reactions - opportunities for the pharmaceutical industry. Drug Discov. Today Technol., 2013; 10: e15-20.
4. Kalaria PN, Karad SC, Raval DK. A review on diverse heterocyclic compounds as the privileged scaffolds in antimalarial drug discovery. Eur. J. Med. Chem., 2018; 158: 917-936.
5. Desai N, Trivedi A, Pandit U, Dodiya A, Rao VK, Desai P. Hybrid Bioactive Heterocycles as Potential Antimicrobial Agents: A Review. Mini. Rev. Med. Chem., 2016; 16:1500-1526.
6. Fouad MM, El-Bendary ER, Suddek GM, Shehata IA, El-Kerdawy MM. Synthesis and in vitro antitumor evaluation of some new thiophenes and thieno[2,3-d]pyrimidine derivatives. Bioorg. Chem., 2018; 81:587-598.
7. (a) Michael JP. Quinoline, quinazoline and acridone alkaloids. Nat. Prod. Rep. 2002; 19:742-760. (b) Michael JP. Quinoline, quinazoline and acridone alkaloids.Nat. Prod. Rep., 2003; 20: 476-493.
8. Yu LZ, Hu XB, Xu Q, Shi M. Thermally induced formal [3+2] cyclization of ortho-aminoaryl-tethered alkylidenecyclopropanes: facile synthesis of furoquinoline and thienoquinoline derivatives. Chem. Commun., 2016; 52:2701-2704.
9. Aillaud I, Bossharth E, Conreaux D, Desbordes P, Monteiro N, Balme GA, A Synthetic Entry to Furo[2,3-b]pyridin-4(1H)-ones and Related Furoquinolinones via Iodocyclization. Org. Lett., 2006; 8:1113-1116.
10. Zhu XY, Mardenborough LG, Li S, Khan A, Zhang W, Fan P, Jacob M, Khan S, Walker L, Ablordeppey SY, Synthesis and evaluation of isosteres of N-methyl indolo[3,2-b]-quinoline (cryptolepine) as new antiinfective agents. Bioorg. Med. Chem., 2007; 15:686-695.
11. Zhao M, Kamada T, Takeuchi A, Nishioka H, Kuroda T, Takeuchi Y. Structure–activity relationship of indoloquinoline analogs anti-MRSA. Bioorg. Med. Chem. Lett., 2015; 25:5551-5554.
12. Sahay R, Sundaramurthy J, Suresh Kumar P, Thavasi V, Mhaisalkar SG, Ramakrishna S. Synthesis and characterization of CuO nanofibers, and investigation for its suitability as blocking layer in ZnO NPs based dye sensitized solar cell and as photocatalyst in organic dye degradation. Journal Solid State Chemistry. 2012; 186: 261-267.
13. B.-T. Zhang, X. Zheng, H.-F. Li and J.-M. Lin, Anal. Chim. Acta, 784, 1 (2013).
14. Hallajian S, Khalilzadeh M A, Tajbakhsh M, Alipour E, Safaei Z. Nano Clinoptilolite: Highly Efficient Catalyst for the Synthesis of Chromene Derivatives Under Solvent-Free Conditions. Comb Chem High Throughput Screen. 2015; 18(5): 486-491.
15. Xie WL, Huang XM. Synthesis of bio-diesel from soybean oil using heterogeneous KF/ZnO catalyst. Cata.l Lett. 2006; 107: 53-59.
16. Gao LJ, Teng GY, Lv JH, Xiao, GM. Biodiesel Synthesis Catalyzed by the KF/Ca−Mg−Al Hydrotalcite Base Catalyst. Energy Fuels. 2010; 24:646-651.
17. Hu S, Guan Y, Wang Y, Han H. Nano-magnetic catalyst KF/CaO–Fe3O4 for biodiesel production. Appl. Energy. 2011; 88:2685-2690.
18. Gao L, Teng G, Xiao G, Wei R. Biodiesel from palm oil via loading KF/Ca–Al hydrotalcite catalyst. Biomass Bioenergy. 2010; 34:1283-1288.
19. Kraljevic Paveli S, Simovic Medica J, Gumbarevic D, Filoševic A, Pržulj N, Pavelic K. Critical Review on Zeolite Clinoptilolite Safety and Medical Applications in vivo. Frontiers in Pharmacology. 2018; 9, 1.
20. Smith JV. Topochemistry of Zeolites and Related Materials. 1. Topology and Geometry. Chem. Rev., 1998; 88:149-182.
21. Ames LL. Cation sieve properties of clinoptilolite. Am. Mineral. 1960; 45:689-700.
22. Xin T, Ma M, Zhang H, Gu J, Wang S, Liu M, Zhang Q. A facile approach for the synthesis of magnetic separable Fe3O4@TiO2, core–shell nanocomposites as highly recyclable photocatalysts. Appl. Surf. Sci., 2014; 288: 51-59.
23. Jing J, Li J, Feng J, Li W, Yu WW. Photodegradation of quinoline in water over magnetically separable Fe3O4/TiO2 composite photocatalysts. Chem. Eng. J., 2013; 219: 355-360.
24. Mandel K, Hutter F, Gellermann C, Sextl G. Reusable superparamagnetic nanocomposite particles for magnetic separation of iron hydroxide precipitates to remove and recover heavy metal ions from aqueous solutions. Sep. Purif. Technol., 2013; 109: 144-147.
25. Djurišić AB, Chen X, Leung YH, Man A. ZnO nanostructures: growth, properties and applications. Journal Material Chemistry. 2012; 22:6526-6535.
26. Ahmadi F, Kadivar M, Shahedi M. Antioxidant activity of Kelussia odoratissima Mozaff. in model and food systems. Food Chem., 2007; 105: 57-64.
27. Babizhayev MA, Deyev AI, Yermakovea VN, Brikman IV, Bours J. Lipid peroxidation and cataracts: N-acetylcarnosine as a therapeutic tool to manage age-related cataracts in human and in canine eyes. Drugs R. D., 2004; 5: 125-139.
28. Zeynep C, Gürkan K, Berna E, Erdem A. Easy preparation of magnetic nanoparticles-rGO-chitosan composite beads: Optimization study on cefixime removal based on RSM and ANN by using Genetic Algorithm Approach. Journal of Molecular Structure. 2021; 1224: 129182.
29. Mehrdoost A, Jalilzadeh Yengejeh R, Mohammadi M K, Akbar Babaei A, Haghighatzadeh A. Comparative Analysis of UV-assisted Removal of Azithromycin and Cefixime from Aqueous Solution Using PAC/Fe/Si/Zn Nanocomposite. J. Health Sci. Surveillance Sys., 2021; 9:39-49.
30. Mahdavian F, Dargahi A, Vosoughi M, Mokhtari A, Sadeghi H, Rashtbari Y. Enhanced removal of cefixime from aqueous solutions using Fe3O4@GO nanocomposite with ultrasonic: isotherm and kinetics study. Desalination and Water Treatment. 2022;280:224–239.
31. Parishan Salih M, Seyyedi K. Photocatalytic Degradation of Cefixime Antibiotic by Polyaniline/SnO2 Nanocomposite and Optimization of the Process Using Response Surface Methodology. J Adv Environ Health Res., 2023; 11(2): 94-105.
32. Nabizad M, Dadvand Koohi A, Erfanipour Z. Removal of Cefixime Using Heterogeneous Fenton Catalysts: Alginate/Magnetite Hydroxyapatite Nanocomposite. J. Water Environ. Nanotechnol. 2022, 7, 14-30
33. Hasani K, Moradi M, Dargahi A, Vosoughi M. Evaluation of Cefixime Toxicity Treated With Sono-electro-Fenton Process by Bioassay Using Microorganisms. Avicenna J Environ Health Eng., 2021; 8: 22-27.
34. Oluwaseyi A. Adsorptive removal of antibiotic pollutants from wastewater using biomass/biochar-based adsorbents. RSC Adv., 2023;13:4678-4712.
35. Faal Hamedani N, Zamani Hargalani F, Rostami-Charati F. Biosynthesis of Cu/KF/Clinoptilolite@MWCNTs nanocomposite and its application as a recyclable nanocatalyst for the synthesis of new Schiff base of benzoxazine derivatives and reduction of organic pollutants. Molecular Diversity. 2022;26:2069–2083.