Mangrove tree aerial root extract mediated green synthesis of Ag/Fe3O4/rGO nanocomposite and its application as a catalyst for one pot synthesis of 7-phenyl-6H,7H-benzo[4,5]imidazo[2,1-b]chromeno[4,3-d][1,3]thiazin-6-one derivatives

被引:0
作者
Parthiban, Devendiran [1 ]
Kuppusamy, Muniyan Ramasamy [1 ]
Vanitha, Chinnaswamy [1 ]
Gomathi, Ayyanan [1 ]
Suraksha, Dhanasekaran [1 ]
机构
[1] Research Department of Chemistry, Rajeshwari Vedachalam Government Arts College, Tamilnadu, Chengalpattu
关键词
2-Mercaptobenzimidazole; 7H-Benzo[4,5]imidazo[2,1-b]chromeno[4,3-d][1,3]thiazin-6-One; Mangrove tree root; Multi-Component reaction; Nanocomposite;
D O I
10.1007/s11356-024-35126-4
中图分类号
学科分类号
摘要
In this study, we report the green preparation of magnetically separable Ag/Fe3O4/rGO nanocomposites using mangrove tree aerial root extract as a stabilising agent. The morphology, size, chemical composition, magnetic property and other characteristic parameters of synthesised Ag/Fe3O4/rGO nanocomposite were determined by analytical techniques like Fourier-transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX), scanning electron microscopy (SEM), transmission electron microscopy (TEM) and vibrating sample magnetometer (VSM). The results proved that mangrove tree aerial root extract has the ability to reduce Ag+ ions, graphene oxide (GO) to Ag nanoparticle and reduced graphene oxide (rGO), respectively. The prepared Ag/Fe3O4/rGO nanocomposite was used successfully as a prompt catalyst for synthesis of 7-phenyl-6H,7H-benzo[4,5]imidazo[2,1-b]chromeno[4,3-d][1,3]thiazin-6-one derivatives by one-pot multi-component reaction of 4-hydroxycoumarin (10 mmol), 2-mercaptobenzimidazole (10 mmol) and different arylaldehyde (10 mmol) in the presence of ethanol (10 ml) as an eco-benign solvent at reflux condition. By utilising this protocol, we have constructed 7-phenyl-6H,7H-benzo[4,5]imidazo[2,1-b]chromeno[4,3-d][1,3]thiazin-6-one derivatives in good to excellent yield of 80–90%. This synthesis involves the formation of C–C, C–N and C–S bonds. The synthesised organic heterocyclic compounds were examined for the green matrix properties such as atom economy (AE), E-factor and product mass intensity (PMI). This green protocol is of big interest due to employing simple, non-toxic heterogeneous, separable, reusable Ag/Fe3O4/rGO as an eco-safe heterogeneous catalyst and environmentally benign ethanol as a green solvent without the use of any harmful mineral acid and toxic transition metal catalyst. Graphical abstract: (Figure presented.) © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2024.
引用
收藏
页码:59490 / 59506
页数:16
相关论文
共 70 条
  • [1] Abbas S., Uzair B., Raza A., Sajjad S., Niazi M.B.K., Chitosan encapsulation of fluconazole-loaded MgO/CuO nanocomposite for biofilm inhibition of contact lens, Mater Chem Phys, 317, April, (2024)
  • [2] Abdelhafez O.M., Amin K.M., Batran R.Z., Maher T.J., Nada S.A., Sethumadhavan S., Synthesis, anticoagulant and PIVKA-II induced by new 4-hydroxycoumarin derivatives, Bioorg Med Chem, 18, 10, pp. 3371-3378, (2010)
  • [3] Aboelfetoh E.F., Gemeay A.H., El-Sharkawy R.G., Effective disposal of methylene blue using green immobilized silver nanoparticles on graphene oxide and reduced graphene oxide sheets through one-pot synthesis, Environ Monit Assess, 192, 6, (2020)
  • [4] Adyani S.H., Soleimani E., Green synthesis of Ag/Fe3O4/RGO nanocomposites by punica granatum peel extract: catalytic activity for reduction of organic pollutants, Int J Hydrogen Energy, 44, 5, pp. 2711-2730, (2019)
  • [5] Ali M., Ali S., Khan M., Rashid U., Ahmad M., Khan A., Al-Harrasi A., Ullah F., Latif A., Synthesis, biological activities, and molecular docking studies of 2-mercaptobenzimidazole based derivatives, Bioorg Chem, 80, October, pp. 472-479, (2018)
  • [6] Belkhir-Talbi D., Ghemmit-Doulache N., Terrachet-Bouaziz S., Makhloufi-Chebli M., Rabahi A., Ismaili L., Silva A.M.S., Transition-metal complexes of N, N′-Di(4-bromophenyl)-4-hydroxycoumarin-3-carboximidamide: synthesis, characterization, biological activities, ADMET and drug-likeness analysis, Inorg Chem Commun, 127, May, (2021)
  • [7] Chen G., Liu Z., Zhang Y., Shan X., Jiang L., Zhao Y., He W., Feng Z., Yang S., Liang G., Synthesis and anti-inflammatory evaluation of novel benzimidazole and imidazopyridine derivatives, ACS Med Chem Lett, 4, 1, pp. 69-74, (2013)
  • [8] Chen W., Huang L., Zhou B., Green supported silver nanoparticles over modified reduced graphene oxide: investigation of its antioxidant and anti-ovarian cancer effects, Open Chem, 21, 1, (2023)
  • [9] Chen Z., Bi J., Weike S., Synthesis and antitumor activity of novel coumarin derivatives via a three-component reaction in water, Chin J Chem, 31, 4, pp. 507-514, (2013)
  • [10] Chohan Z.H., Shaikh A.U., Rauf A., Supuran C.T., Antibacterial, antifungal and cytotoxic properties of novel N-substituted sulfonamides from 4-hydroxycoumarin, J Enzyme Inhib Med Chem, 21, 6, pp. 741-748, (2006)