A cost-effective o-toulidine-based Schiff base as an efficient sorbent for metal ion uptake from aqueous and soil samples: Synthesis, antimicrobial, and acute toxicity analyses

Heavy metals create serious health problems, so the practical implementation and development of low-cost sorbent materials to remove heavy metals from the ecosystem is a worldwide issue. The purpose of this study is to find a low-cost ligand that has the potential to adsorb heavy metals from aqueous and soil samples and also has biological potential. For this, a Schiff base, dimeric o-toluidine (SBL), has been synthesized through condensation, characterized by spectroscopic analysis, and had its biological activities measured. We also studied its adsorption efficiency through a batch technique to remove Zn(II), Co(II), and Cu(II) from aqueous and soil samples under different conditions such as metal ion concentration, pH, contact time, and SBL concentration. The adsorption potential of SBL was analyzed by the Langmuir and Freundlich adsorption isotherms. The values of correlation coefficients revealed that the Freundlich isotherm elucidated results that were more appropriable than the Langmuir model. Adsorption equilibrium was established in 90 min for aqueous samples and in 1,440 min for soil samples. For the maximum adsorption of all metals, the optimum pH was 8, and it showed a capacity to remove 77 to 95 percent of metals from the samples. The maximum adsorption capacity (qmax) of SBL were 75.75, 62.50, and 9.17 mg g-1 in the case of Cu(II), Zn(II), and Co(II) ions, respectively, from aqueous samples and 10.95, 64.10, and 88.49 mg g-1 in the case of Zn(II), Cu (II), and Co(II), respectively, from soil samples. The effectiveness of SBL in the sorption of the selected metals was found to be Cu+2 > Zn+2 > Co+2 for aqueous samples and Co+2 > Cu+2 > Zn+2 for soil samples. The antimicrobial activity of SBL was also investigated. The results revealed that SBL showed moderate inhibitory activity against Staphylococcus dysentria, C. albican, and Aspergillus niger, whereas it exhibited weak activity against S. aureus, P. aureginosa, K. pneumoniae, P. vulgaris, and E.coli when compared to Fluconazole and Ciprofloxacin as the standard. Acute toxicity of the synthesized compound was measured through its daily oral administration with various doses ranging from 0.1 to 1,000 mg/kg of the mice’s body weights. Even at the dose of 1,000 mg/kg, the SBL showed no mortality or any type of general behavioral change in the treated mice. Based on preparation cost, metal removal capacity, toxicity, and antimicrobial activities, SBL is an excellent sorbent and should be studied at pilot scale levels. Graphical Abstract

[1]  N. Fakhre,et al.  Rapid adsorption of some heavy metals using extracted chitosan anchored with new aldehyde to form a schiff base , 2022, PloS one.

[2]  H. Awad,et al.  A Novel Triazole Schiff Base Derivatives for Remediation of Chromium Contamination from Tannery Waste Water , 2022, Molecules.

[3]  A. Dhanalakshmi,et al.  POTENTIALLY ACTIVE METAL OF COBALT, COPPER AND ZINC COMPLEXES DERIVED FROM SCHIFF BASE LIGAND OF 3-ETHOXY-2-HYDROXY-BENZALDEHYDE AND ANILINE FOR THEIR ANTICANCER ACTIVITY , 2022, Journal of advanced scientific research.

[4]  S. Alhag,et al.  Elaboration of novel urea bearing schiff bases as potent in vitro anticancer candidates with low in vivo acute oral toxicity , 2022, Main Group Chemistry.

[5]  Sovik Das,et al.  Efficacious bioremediation of heavy metals and radionuclides from wastewater employing aquatic macro‐ and microphytes , 2022, Journal of basic microbiology.

[6]  D. Muniz,et al.  Nickel (II) chloride schiff base complex: Synthesis, characterization, toxicity, antibacterial and leishmanicidal activity. , 2021, Chemico-biological interactions.

[7]  Y. Mabkhot,et al.  A Highly Efficient Environmental-Friendly Adsorbent Based on Schiff Base for Removal of Cu(II) from Aqueous Solutions: A Combined Experimental and Theoretical Study , 2021, Molecules.

[8]  I. Hafeez,et al.  Potential application of Allium Cepa seeds as a novel biosorbent for efficient biosorption of heavy metals ions from aqueous solution. , 2021, Chemosphere.

[9]  A. Naeimi,et al.  Removal of heavy metals from wastewaters using an effective and natural bionanopolymer based on Schiff base chitosan/graphene oxide , 2021, International Journal of Environmental Science and Technology.

[10]  N. Singh,et al.  Application and efficacy of low-cost adsorbents for metal removal from contaminated water: A review , 2021 .

[11]  J. Neamțu,et al.  Co (II), Cu (II), Mn (II), Ni (II), Pd (II), and Pt (II) complexes of bidentate Schiff base ligand: Synthesis, crystal structure, and acute toxicity evaluation , 2021, Applied Organometallic Chemistry.

[12]  G. Ndrepepa Aspartate aminotransferase and cardiovascular disease—a narrative review , 2020 .

[13]  P. Chetpattananondh,et al.  Ultrasound assisted adsorption of reactive dye-145 by biochars from marine Chlorella sp. extracted solid waste pyrolyzed at various temperatures , 2020 .

[14]  H. El-Maghrabi,et al.  Removal of lead ions from wastewater using novel Schiff-base functionalized solid-phase adsorbent , 2020, Separation Science and Technology.

[15]  F. Ogbozige,et al.  Adsorption Isotherms and Kinetics of Lead and Cadmium Ions: Comparative Studies Using Modified Melon (Citrullus colocynthis) Husk , 2020 .

[16]  J. Hussaini,et al.  In vivo acute toxicity and anti-gastric evaluation of a novel dichloro Schiff base: Bax and HSP70 alteration , 2019, Acta biochimica et biophysica Sinica.

[17]  Yuanyuan Zhang,et al.  Synthesis of pyridyl Schiff base functionalized SBA-15 mesoporous silica for the removal of Cu(II) and Pb(II) from aqueous solution , 2019, Journal of Sol-Gel Science and Technology.

[18]  K. Gupta,et al.  Adsorptive removal and photocatalytic degradation of organic pollutants using metal oxides and their composites: A comprehensive review. , 2019, Advances in colloid and interface science.

[19]  P. Chetpattananondh,et al.  Biochar from extracted marine Chlorella sp. residue for high efficiency adsorption with ultrasonication to remove Cr(VI), Zn(II) and Ni(II). , 2019, Bioresource technology.

[20]  S. Bhargava,et al.  Rapid extraction of Cu(II) heavy metal from industrial waste water by using silver nanoparticles anchored with novel Schiff base , 2018, Separation Science and Technology.

[21]  Rui Zhang,et al.  Adsorption of U(VI) on sericite in the presence of Bacillus subtilis: A combined batch, EXAFS and modeling techniques , 2016 .

[22]  Shuhong Yu,et al.  Macroscopic and Microscopic Investigation of U(VI) and Eu(III) Adsorption on Carbonaceous Nanofibers. , 2016, Environmental science & technology.

[23]  Majeda Khraisheh,et al.  Heavy metal removal from aqueous solution by advanced carbon nanotubes: Critical review of adsorption applications , 2016 .

[24]  Guangming Zeng,et al.  Bioremediation of soils contaminated with polycyclic aromatic hydrocarbons, petroleum, pesticides, chlorophenols and heavy metals by composting: Applications, microbes and future research needs. , 2015, Biotechnology advances.

[25]  Xiangke Wang,et al.  Effects of Bacillus subtilis on the reduction of U(VI) by nano-Fe0 , 2015 .

[26]  Xiaohong Cao,et al.  Recycle of U(VI) from aqueous solution by situ phosphorylation mesoporous carbon , 2015, Journal of Radioanalytical and Nuclear Chemistry.

[27]  Wencai Cheng,et al.  Adsorption and desorption of U(VI) on functionalized graphene oxides: a combined experimental and theoretical study. , 2015, Environmental science & technology.

[28]  T. Hayat,et al.  Application of graphitic carbon nitride for the removal of Pb(II) and aniline from aqueous solutions , 2015 .

[29]  Shi‐Peng Sun,et al.  Chelating polymer modified P84 nanofiltration (NF) hollow fiber membranes for high efficient heavy metal removal. , 2014, Water research.

[30]  Wencai Cheng,et al.  Simultaneous adsorption and reduction of U(VI) on reduced graphene oxide-supported nanoscale zerovalent iron. , 2014, Journal of hazardous materials.

[31]  Jiaxing Li,et al.  The retention of uranium and europium onto sepiolite investigated by macroscopic, spectroscopic and modeling techniques , 2014 .

[32]  G. Zeng,et al.  Impact of humic/fulvic acid on the removal of heavy metals from aqueous solutions using nanomaterials: a review. , 2014, The Science of the total environment.

[33]  Yeng Chen,et al.  Acute and Subchronic Toxicity Study of Euphorbia hirta L. Methanol Extract in Rats , 2013, BioMed research international.

[34]  Guangming Zeng,et al.  Recent development in the treatment of oily sludge from petroleum industry: a review. , 2013, Journal of hazardous materials.

[35]  D. Jeyakumar,et al.  Batch separation studies for the removal of heavy metal ions using a chelating terpolymer: Synthesis, characterization and isotherm models , 2013 .

[36]  Shubin Yang,et al.  Highly efficient enrichment of radionuclides on graphene oxide-supported polyaniline. , 2013, Environmental science & technology.

[37]  Guangming Zeng,et al.  Shale gas: Surface water also at risk , 2013, Nature.

[38]  Guangming Zeng,et al.  Risks of neonicotinoid pesticides. , 2013, Science.

[39]  H. Arida,et al.  Synthesis of New Schiff Base from Natural Products for Remediation of Water Pollution with Heavy Metals in Industrial Areas , 2013 .

[40]  J. Bouzid,et al.  Adsorptive removal of copper(II) from aqueous solutions on activated carbon prepared from Tunisian date stones: Equilibrium, kinetics and thermodynamics , 2012 .

[41]  Guozhong Wu,et al.  Solvent extraction for heavy crude oil removal from contaminated soils. , 2012, Chemosphere.

[42]  Xiaoli Tan,et al.  Interaction between Eu(III) and graphene oxide nanosheets investigated by batch and extended X-ray absorption fine structure spectroscopy and by modeling techniques. , 2012, Environmental science & technology.

[43]  G. Zeng,et al.  Use of iron oxide nanomaterials in wastewater treatment: a review. , 2012, The Science of the total environment.

[44]  M. Ersoz,et al.  Removal of arsenate [As(V)] and arsenite [As(III)] from water by SWHR and BW-30 reverse osmosis , 2011 .

[45]  Y. Lau,et al.  Acute Oral Toxicity of Methanolic Seed Extract of Cassia fistula in Mice , 2011, Molecules.

[46]  S. Shahmohammadi-Kalalagh Isotherm and Kinetic Studies on Adsorption of Pb, Zn and Cu by Kaolinite , 2011 .

[47]  Fenglian Fu,et al.  Removal of heavy metal ions from wastewaters: a review. , 2011, Journal of environmental management.

[48]  M. Monier,et al.  Adsorption of Cu(II), Co(II), and Ni(II) ions by modified magnetic chitosan chelating resin. , 2010, Journal of hazardous materials.

[49]  Bruce E. Koel,et al.  Simultaneous Oxidation and Reduction of Arsenic by Zero-Valent Iron Nanoparticles: Understanding the Significance of the Core−Shell Structure , 2009 .

[50]  Bin Wang,et al.  Removal of cationic dyes from aqueous solution using magnetic multi-wall carbon nanotube nanocomposite as adsorbent. , 2009, Journal of hazardous materials.

[51]  B. D. Tripathi,et al.  Concurrent removal and accumulation of heavy metals by the three aquatic macrophytes. , 2008, Bioresource technology.

[52]  Nilgün Balkaya,et al.  Adsorption of cadmium from aqueous solution by phosphogypsum , 2008 .

[53]  Brian Roffel,et al.  Evaluation of different cleaning agents used for cleaning ultra filtration membranes fouled by surface water , 2007 .

[54]  Adrian Oehmen,et al.  Removal of heavy metals from drinking water supplies through the ion exchange membrane bioreactor , 2006 .

[55]  L. Charlet,et al.  Arsenite sorption and co-precipitation with calcite , 2006, 0801.1738.

[56]  Robert Hausler,et al.  Comparison between electrocoagulation and chemical precipitation for metals removal from acidic soil leachate. , 2006, Journal of hazardous materials.

[57]  Tonni Agustiono Kurniawan,et al.  Low-cost adsorbents for heavy metals uptake from contaminated water: a review. , 2003, Journal of hazardous materials.

[58]  D. Atwood,et al.  Chemical precipitation of heavy metals from acid mine drainage. , 2002, Water research.

[59]  D. Larrey Epidemiology and Individual Susceptibility to Adverse Drug Reactions Affecting the Liver , 2002, Seminars in liver disease.

[60]  S. Ouki,et al.  Comparison of modified montmorillonite adsorbents. Part I: Preparation, characterization and phenol adsorption. , 2002, Chemosphere.

[61]  W. Kluwe Renal function tests as indicators of kidney injury in subacute toxicity studies. , 1981, Toxicology and applied pharmacology.

[62]  A. Bouhaouss,et al.  Adsorptivity and selectivity of heavy metals Cd(II), Cu(II) and Zn(II) toward phosphogypsum , 2020 .

[63]  Mohammad Raknuzzaman,et al.  Heavy metal pollution in surface water and sediment: A preliminary assessment of an urban river in a developing country , 2015 .

[64]  M. Choudhury,et al.  Acute Toxicity and Oral Glucose Tolerance Test of Ethanol and Methanol Extracts of Antihyperglycaemic Plant Cassia Alata Linn , 2014 .

[65]  T. Udeigwe,et al.  Application, chemistry, and environmental implications of contaminant-immobilization amendments on agricultural soil and water quality. , 2011, Environment international.

[66]  E. Esposito,et al.  Biotechnological strategies applied to the decontamination of soils polluted with heavy metals. , 2010, Biotechnology advances.

[67]  N. S. Egorov Microbe antagonists and biological methods of determining antibiotic activity. , 1965 .