Advanced and Biomedical Applications of Schiff-Base Ligands and Their Metal Complexes: A Review

Because of their importance in a variety of interdisciplinary study domains, Schiff-base ligands have performed a significant role in the evolution of contemporary coordination chemistry. This almost-comprehensive review covers all the aspects and properties of complexes, starting from the Schiff-base ligands. Our work is centered on the eloquent advances that have been developed since 2015, with special consideration to recent developments. Schiff-base ligands and their complexes are adaptable compounds obtained from the condensation of two compounds: a carbonyl with an amino. The correspondent metal complexes have been shown to have antifungal, antibacterial, antioxidant, antiproliferative, and antiviral properties. This review begins with a short introduction to Schiff-base ligands and their metal complexes. It stands out in the recent advancements in the Schiff-base coordination chemistry domain and its future prospects as a potential bioactive core. Additionally, the review contains knowledge about the antioxidant, redox, and catalytic activities of the Schiff-base complexes, with important future applications in the obtaining of new compounds and materials.

[1]  Md. Aftab Ali Shaikh,et al.  Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects , 2022, ChemistrySelect.

[2]  S. Saghir,et al.  Synthesis, Characterization and Biological Activities of New Schiff Base Compound and Its Lanthanide Complexes , 2022, Pharmaceuticals.

[3]  Ashwani Kumar,et al.  Synthesis, structural analysis, in vitro antioxidant, antimicrobial activity and molecular docking studies of transition metal complexes derived from Schiff base ligands of 4-(benzyloxy)-2-hydroxybenzaldehyde , 2022, Research on Chemical Intermediates.

[4]  M. Ngoepe,et al.  Metal Complexes as DNA Synthesis and/or Repair Inhibitors: Anticancer and Antimicrobial Agents , 2021, Pharmaceutical Fronts.

[5]  R. Behjatmanesh-Ardakani,et al.  Synthesis, spectral characterization, crystal structures, biological activities, theoretical calculations and substitution effect of salicylidene ligand on the nature of mono and dinuclear Zn(II) Schiff base complexes , 2021, Polyhedron.

[6]  A. K. Sutar,et al.  Polymer-supported first-row transition metal schiff base complexes: Efficient catalysts for epoxidation of alkenes , 2021, Reactive and Functional Polymers.

[7]  F. Launay,et al.  Chromium-Salophen as a Soluble or Silica-Supported Co-Catalyst for the Fixation of CO2 Onto Styrene Oxide at Low Temperatures , 2021, Frontiers in Chemistry.

[8]  A. Foroumadi,et al.  Design, Synthesis, and In Vitro and In Vivo Evaluation of Novel Fluconazole-Based Compounds with Promising Antifungal Activities , 2021, ACS omega.

[9]  T. Roisnel,et al.  Nickel(II)-Based Building Blocks with Schiff Base Derivatives: Experimental Insights and DFT Calculations , 2021, Molecules.

[10]  J. Devi,et al.  Synthesis, characterization, in vitro antioxidant and antimicrobial activities of diorganotin(IV) complexes derived from hydrazide Schiff base ligands , 2021, Phosphorus, Sulfur, and Silicon and the Related Elements.

[11]  V. Singh,et al.  Synthesis, Antimicrobial Evaluation of Substituted Indole and Nitrobenzenamine based Cr(III), Mn(III) and Fe(III) Metal Complexes. , 2021, Drug research.

[12]  P. Metilda,et al.  Synthesis, characterization and biological applications of curcumin-lysine based schiff base and its metal complexes , 2021, Journal of Coordination Chemistry.

[13]  De-juan Sun,et al.  Discovery of metal-based complexes as promising antimicrobial agents. , 2021, European journal of medicinal chemistry.

[14]  Murat Tuna,et al.  Investigation of The Effects of Diaminopyridine and o-Vanillin Derivative Schiff Base Complexes of Mn(II), Mn(III), Co(II) and Zn(II) Metals on The Oxidative Bleaching Performance of H2O2 , 2021, Sakarya University Journal of Science.

[15]  K. Waleron,et al.  Antibacterial Activity of Co(III) Complexes with Diamine Chelate Ligands against a Broad Spectrum of Bacteria with a DNA Interaction Mechanism , 2021, Pharmaceutics.

[16]  P. Mohanty,et al.  Antibacterial Activity of Thiazole and its Derivatives: A Review , 2021, Biointerface Research in Applied Chemistry.

[17]  Dinesh Kumar,et al.  Coordination metal complexes with Schiff bases: Useful pharmacophores with comprehensive biological applications , 2021 .

[18]  Q. Nguyen,et al.  Synthesis, Characterization, and In Vitro Cytotoxicity of Unsymmetrical Tetradentate Schiff Base Cu(II) and Fe(III) Complexes , 2021, Bioinorganic chemistry and applications.

[19]  Dong-feng Li,et al.  Synthesis and antibacterial activity of novel Schiff bases of thiosemicarbazone derivatives with adamantane moiety , 2021, Medicinal Chemistry Research.

[20]  G. Mohamed,et al.  Metal complexes of Tridentate Schiff base: Synthesis, Characterization, Biological Activity and Molecular Docking Studies with COVID‐19 Protein Receptor , 2021, Zeitschrift fur anorganische und allgemeine Chemie.

[21]  S. Rajput,et al.  Design, synthesis and biological evaluation of heterocyclic methyl substituted pyridine Schiff base transition metal complexes , 2021, SN Applied Sciences.

[22]  V. Mirkhani,et al.  Novel copper(II) and zinc(II) complexes of halogenated bidentate N,O-donor Schiff base ligands: Synthesis, characterization, crystal structures, DNA binding, molecular docking, DFT and TD-DFT computational studies , 2021 .

[23]  M. Uddin,et al.  REVIEW: Biomedical applications of Schiff base metal complexes , 2020 .

[24]  O. Şahin,et al.  Synthesis, structural characterization and antimicrobial activity of Schiff bases and benzimidazole derivatives and their complexes with CoCl2, PdCl2, CuCl2 and ZnCl2 , 2020 .

[25]  K. Fromm,et al.  New Antimicrobial Strategies Based on Metal Complexes , 2020, Chemistry.

[26]  M. Cazacu,et al.  Salen-type Schiff bases spaced by the highly flexible and hydrophobic tetramethyldisiloxane motif. Some synthetic, structural and behavioral particularities , 2020 .

[27]  O. Salishcheva,et al.  Antimicrobial activity of mono- and polynuclear platinum and palladium complexes , 2020 .

[28]  R. Erenler,et al.  Synthesis, characterization, and antioxidant activity of heterocyclic Schiff bases , 2020 .

[29]  Hasan Yakan Preparation, structure elucidation, and antioxidant activity of new bis(thiosemicarbazone) derivatives , 2020, Turkish journal of chemistry.

[30]  D. S. Arora,et al.  Di-2-pyridylketone-N1-substituted thiosemicarbazone derivatives of copper(II): Biosafe antimicrobial potential and high anticancer activity against immortalized L6 rat skeletal muscle cells. , 2020, Journal of inorganic biochemistry.

[31]  Amy K. Cain,et al.  Nontoxic Cobalt(III) Schiff Base Complexes with Broad‐Spectrum Antifungal Activity , 2020, Chemistry.

[32]  N. O. Alzamil Synthesis, DFT calculation, DNA-binding, antimicrobial, cytotoxic and molecular docking studies on new complexes VO(II), Fe(III), Co(II), Ni(II) and Cu(II) of pyridine Schiff base ligand , 2020, Materials Research Express.

[33]  S. Fantacci,et al.  A Chiral Bis(salicylaldiminato)zinc(II) Complex with Second-Order Nonlinear Optical and Luminescent Properties in Solution , 2020, Inorganics.

[34]  F. Arjmand,et al.  Molecular docking, DFT and antimicrobial studies of Cu(II) complex as topoisomerase I inhibitor , 2020, Journal of biomolecular structure & dynamics.

[35]  M. A. Ali,et al.  Crystal structure, spectroscopic studies, DFT calculations, cyclic voltammetry and biological activity of a copper (II) Schiff base complex , 2020 .

[36]  K. Buldurun,et al.  Ruthenium(II) complexes with pyridine-based Schiff base ligands: Synthesis, structural characterization and catalytic hydrogenation of ketones , 2020 .

[37]  S. Perlepes,et al.  Oligonuclear Actinoid Complexes with Schiff Bases as Ligands—Older Achievements and Recent Progress , 2020, International journal of molecular sciences.

[38]  G. Gasser,et al.  Classification of Metal-based Drugs According to Their Mechanisms of Action. , 2020, Chem.

[39]  M. Iacob,et al.  Three Reactions, One Catalyst: A Multi‐Purpose Platinum(IV) Complex and its Silica‐Supported Homologue for Environmentally Friendly Processes , 2020 .

[40]  P. Khanna,et al.  Metal complexes driven from Schiff bases and semicarbazones for biomedical and allied applications: a review , 2019, Materials Today Chemistry.

[41]  S. Tabassum,et al.  Structure elucidation {spectroscopic, single crystal X-ray diffraction and computational DFT studies} of new tailored benzenesulfonamide derived Schiff base copper(II) intercalating complexes: Comprehensive biological profile {DNA binding, pBR322 DNA cleavage, Topo I inhibition and cytotoxic activit , 2019, Bioorganic chemistry.

[42]  P. Njobeh,et al.  Benzimidazole Schiff base derivatives: synthesis, characterization and antimicrobial activity , 2019, BMC Chemistry.

[43]  D. M. Fernandes,et al.  Metallo(salen) complexes as versatile building blocks for the fabrication of molecular materials and devices with tuned properties , 2019, Coordination Chemistry Reviews.

[44]  B. Poojary,et al.  Synthesis of novel Schiff bases containing arylpyrimidines as promising antibacterial agents , 2019, Heliyon.

[45]  A. Shooshtari,et al.  Synthesis of two new symmetrical macroacyclic Schiff base ligands containing homopiperazine moiety and their mononuclear complexes: Spectral characterization, X-ray crystal structural, antibacterial activities, antioxidant effects and theoretical studies , 2019, Polyhedron.

[46]  R. Kais,et al.  Synthesis, Identification and Studying Biological Activity of Some Heterocyclic Derivatives from 3, 5-Dinitrosalicylic Acid , 2019, Journal of Physics: Conference Series.

[47]  S. Di Bella,et al.  On the Aggregation and Sensing Properties of Zinc(II) Schiff-Base Complexes of Salen-Type Ligands , 2019, Molecules.

[48]  S. Chattopadhyay,et al.  A comprehensive overview of the orientation of tetradentate N2O2 donor Schiff base ligands in octahedral complexes of trivalent 3d metals , 2019, Journal of Molecular Structure.

[49]  James D White,et al.  Asymmetric Catalysis Using Chiral Salen-Metal Complexes: Recent Advances. , 2019, Chemical reviews.

[50]  J. Pessoa,et al.  Salan vs. salen metal complexes in catalysis and medicinal applications: Virtues and pitfalls , 2019, Coordination Chemistry Reviews.

[51]  C. Sheng,et al.  Discovery of Simplified Sampangine Derivatives with Potent Antifungal Activities against Cryptococcal Meningitis. , 2019, ACS infectious diseases.

[52]  Sweety,et al.  Synthesis, Electrochemical and Antimicrobial Studies of Me6-Dibenzotetraazamacrocyclic Complexes of Ni(II) and Cu(II) Metal Ions , 2019, Russian Journal of Electrochemistry.

[53]  Wenkai Zhang,et al.  Strong Fluorescent Lanthanide Salen Complexes: Photophysical Properties, Excited-State Dynamics, and Bioimaging. , 2018, Inorganic chemistry.

[54]  Zhanyong Guo,et al.  Synthesis, Characterization, and Antifungal Activity of Schiff Bases of Inulin Bearing Pyridine ring , 2019, Polymers.

[55]  Hong Jiang,et al.  Metallosalen-based crystalline porous materials: Synthesis and property , 2017, Coordination Chemistry Reviews.

[56]  E. Horozić,et al.  Synthesis, Characterization, Antioxidant and Antimicrobial Activity of Copper(II) Complex with Schiff Base Derived from 2,2-dihydroxyindane-1,3-dione and Tryptophan , 2019 .

[57]  S. Lone,et al.  Efficacy of novel Schiff base derivatives as antifungal compounds in combination with approved drugs against Candida albicans. , 2019, Medicinal chemistry (Shariqah (United Arab Emirates)).

[58]  Li Han,et al.  Potential targets for the development of new antifungal drugs , 2018, The Journal of Antibiotics.

[59]  I. Ejidike Cu(II) Complexes of 4-[(1E)-N-{2-[(Z)-Benzylidene-amino]ethyl}ethanimidoyl]benzene-1,3-diol Schiff Base: Synthesis, Spectroscopic, In-Vitro Antioxidant, Antifungal and Antibacterial Studies , 2018, Molecules.

[60]  M. Cazacu,et al.  Synthesis, structural characterization and properties of some novel siloxane-based bis-Schiff base copper(II), nickel(II) and manganese(II) complexes , 2018 .

[61]  H. Zengin,et al.  Synthesis of pyrimidine Schiff base transition metal complexes: characterization, spectral and electrochemical analyses, and photoluminescence properties , 2018, Research on Chemical Intermediates.

[62]  A. D. Cort,et al.  The Supramolecular Attitude of Metal–Salophen and Metal–Salen Complexes , 2018 .

[63]  Xiang Liu,et al.  Multidentate unsymmetrically-substituted Schiff bases and their metal complexes: Synthesis, functional materials properties, and applications to catalysis , 2018 .

[64]  L. Didone,et al.  Antifungal Phenothiazines: Optimization, Characterization of Mechanism, and Modulation of Neuroreceptor Activity. , 2017, ACS infectious diseases.

[65]  P. Pathak,et al.  Synthesis and Biological Activities of Some New Substituted Arylazo Schiff Bases , 2017 .

[66]  A. Erxleben Transition metal salen complexes in bioinorganic and medicinal chemistry , 2017 .

[67]  R. Scopelliti,et al.  Ligand and Metal Based Multielectron Redox Chemistry of Cobalt Supported by Tetradentate Schiff Bases. , 2017, Journal of the American Chemical Society.

[68]  M. Shaaban,et al.  Synthesis, biological activity and molecular modeling study of new Schiff bases incorporated with indole moiety , 2017, Zeitschrift fur Naturforschung. C, Journal of biosciences.

[69]  M. Iacob,et al.  Siloxane-based metal–organic frameworks with remarkable catalytic activity in mild environmental photodegradation of azo dyes , 2017 .

[70]  E. Yousif,et al.  Metal complexes of Schiff base: Preparation, characterization and antibacterial activity , 2017 .

[71]  Y. Ko,et al.  Schiff base complexes and their versatile applications as catalysts in oxidation of organic compounds: part I , 2017 .

[72]  N. Bhojak,et al.  Spectroscopic, electrochemical and biological studies of the metal complexes of the Schiff base derived from pyrrole-2-carbaldehyde and ethylenediamine , 2017 .

[73]  F. Mtunzi,et al.  Synthesis of new anti-bacterial agents: Hydrazide Schiff bases of vanadium acetylacetonate complexes , 2017 .

[74]  S. Bhattacharya,et al.  Novel Oligopyrrole Carboxamide based Nickel(II) and Palladium(II) Salens, Their Targeting of Human G-Quadruplex DNA, and Selective Cancer Cell Toxicity. , 2016, Chemistry, an Asian journal.

[75]  M. Cazacu,et al.  New Zn(II) and Cu(II) complexes with in situ generated N2O2 siloxane Schiff base ligands , 2016 .

[76]  J. A. Castro‐Osma,et al.  Cr(salophen) Complex Catalyzed Cyclic Carbonate Synthesis at Ambient Temperature And Pressure , 2016 .

[77]  M. Cazacu,et al.  Assessment of some application potentials for copper complexes of the ligands containing siloxane moiety: Antimicrobial, antifungal, antioxidant and redox activity , 2016 .

[78]  Mamdouh M. Ali,et al.  Synthesis, anticancer activity and molecular docking study of Schiff base complexes containing thiazole moiety , 2016 .

[79]  M. Hashemi,et al.  Synthesis and antibacterial activity of Schiff bases of 5-substituted isatins , 2016 .

[80]  R. Bayati,et al.  Transition Metal Complexes of New N-Amino Quinolone Derivative; Synthesis, Characterization, Thermal Study and Antimicrobial Properties , 2016 .

[81]  Vibha,et al.  Schiff Bases and their Metal Complexes as Anti-Cancer Agents: A Review , 2015 .

[82]  M. Cazacu,et al.  Synthesis, characterization and antimicrobial activity of new Cu(II) and Zn(II) complexes with Schiff bases derived from trimethylsilyl-propyl-p-aminobenzoate , 2015 .

[83]  Sherine N. Khattab,et al.  Microwave Synthesis, Characterization, and Antimicrobial Activity of Some Novel Isatin Derivatives , 2015 .

[84]  M. Cazacu,et al.  Charge and Spin States in Schiff Base Metal Complexes with a Disiloxane Unit Exhibiting a Strong Noninnocent Ligand Character: Synthesis, Structure, Spectroelectrochemistry, and Theoretical Calculations. , 2015, Inorganic chemistry.

[85]  I. M. Mohamed,et al.  A review on versatile applications of transition metal complexes incorporating Schiff bases , 2015, Beni-Suef University Journal of Basic and Applied Sciences.

[86]  J. Perfect,et al.  Azole antifungals: 35 years of invasive fungal infection management , 2015, Expert review of anti-infective therapy.

[87]  A. Whitwood,et al.  Aluminum(salen) Complexes as Catalysts for the Kinetic Resolution of Terminal Epoxides via CO2 Coupling , 2015 .

[88]  M. Cazacu,et al.  Silicon-containing bis-azomethines: synthesis, structural characterization, evaluation of the photophysical properties and biological activity. , 2015, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[89]  T. Roșu,et al.  Antibacterial, antifungal and in vitro antileukaemia activity of metal complexes with thiosemicarbazones , 2015, Journal of cellular and molecular medicine.

[90]  A. Abu‐Dief,et al.  Recent Advances in Synthesis, Characterization and Biological Activity of Nano Sized Schiff Base Amino Acid M(II) Complexes , 2015 .

[91]  A. Abu‐Dief,et al.  Tailoring, physicochemical characterization, antibacterial and DNA binding mode studies of Cu(II) Schiff bases amino acid bioactive agents incorporating 5-bromo-2-hydroxybenzaldehyde , 2015, Journal of the Iranian Chemical Society.

[92]  M. Cazacu,et al.  A new diamine containing disiloxane moiety and some derived Schiff bases: synthesis, structural characterisation and antimicrobial activity , 2013 .

[93]  M. Cazacu,et al.  Copper(II) Complexes with Schiff Bases Containing a Disiloxane Unit: Synthesis, Structure, Bonding Features and Catalytic Activity for Aerobic Oxidation of Benzyl Alcohol , 2013 .

[94]  Y. Shimazaki Oxidation Chemistry of Metal(II) Salen-Type Complexes , 2013 .

[95]  S. Ng,,et al.  Mono-, Tetra- and octanuclear transition metal complexes of in situ generated schiff base ligands containing up to 12 coordinating atoms: syntheses, structures and magnetism , 2012 .

[96]  C. Tian,et al.  Spontaneous resolution of a homochiral helix built from a tetra-nuclear nickel cluster , 2012 .

[97]  Wang Jing-lin,et al.  A novel class of oligomeric and polymeric d10 metal complexes of asymmetrical N-heterocyclic ligand with strong π-stacking and hydrogen bonding: syntheses, structures, and photoluminescence , 2011 .

[98]  W. Kan,et al.  A Series of 2D and 3D Metal–Organic Frameworks Based on a Flexible Tetrakis(4-pyridyloxymethylene)methane Ligand and Polycarboxylates: Syntheses, Structures, and Photoluminescent Properties , 2011 .

[99]  C. Janiak,et al.  Iron, copper and zinc ammonium-1-hydroxyalkylidene-diphosphonates with zero-, one- and two-dimensional covalent metal–ligand structures extended into three-dimensional supramolecular networks by charge-assisted hydrogen-bonding , 2010 .

[100]  M. Drew,et al.  Magnetic coupling in trinuclear partial cubane copper(II) complexes with a hydroxo bridging core and peripheral phenoxo bridges from NNO donor Schiff base ligands , 2010 .

[101]  D. N. Dhar,et al.  Applications of metal complexes of Schiff bases-A review , 2009 .

[102]  S. Chandra,et al.  Coordination Modes of a Schiff Base Pentadentate Derivative of 4-Aminoantipyrine with Cobalt(II), Nickel(II) and Copper(II) Metal Ions: Synthesis, Spectroscopic and Antimicrobial Studies , 2009, Molecules.

[103]  A. Mishra,et al.  Synthesis, characterization and biological activity of Schiff base analogues of indole-3-carboxaldehyde. , 2008, European journal of medicinal chemistry.

[104]  Song Gao,et al.  Stringing oxo-centered trinuclear [MnIII3O] units into single-chain magnets with formate or azide linkers. , 2007, Angewandte Chemie.

[105]  Yu Liu,et al.  Ruthenium(III) mediated C–H activation of azonaphthol: Synthesis, structural characterization and transfer hydrogenation of ketones , 2007 .

[106]  Jing Zhao,et al.  DNA-binding and cleavage studies of novel binuclear copper(II) complex with 1,1'-dimethyl-2,2'-biimidazole ligand. , 2007, Journal of inorganic biochemistry.

[107]  Yong-mei Wang,et al.  Synthesis, structure and biological activity of cobalt(II) and copper(II) complexes of valine-derived schiff bases. , 2006, Journal of inorganic biochemistry.

[108]  R. Ramesh,et al.  Ruthenium(III) bis-bidentate Schiff base complexes mediated transfer hydrogenation of imines , 2006 .

[109]  S. Sundriyal,et al.  Current advances in antifungal targets and drug development. , 2006, Current medicinal chemistry.

[110]  G. Mohamed,et al.  Synthesis, characterization and biological activity of bis(phenylimine) Schiff base ligands and their metal complexes. , 2006, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[111]  C. Su,et al.  Novel one- and two-dimensional Ag(I) networks generated from double schiff base ligands with disubstituted quinoxaline diazenes as the terminal binding sites , 2005 .

[112]  Mehmet Tümer,et al.  Cd(II) and Cu(II) complexes of polydentate Schiff base ligands: synthesis, characterization, properties and biological activity , 2005 .

[113]  P. A. Vigato,et al.  The challenge of cyclic and acyclic schiff bases and related derivatives , 2004 .

[114]  Y. Elerman,et al.  Crystal structure, magnetic properties and molecular orbital calculations of a binuclear copper(II) complex bridged by an alkoxo-oxygen atom and an acetate ion , 2004 .

[115]  Shijun Ren,et al.  Synthesis, biological evaluation, and quantitative structure-activity relationship analysis of new Schiff bases of hydroxysemicarbazide as potential antitumor agents. , 2002, Journal of medicinal chemistry.

[116]  K. Crouse,et al.  Coordination chemistry and biological activity of two tridentate ONS and NNS Schiff bases derived from S-benzyldithiocarbazate , 2000 .

[117]  A. Erxleben,et al.  Di- and poly-nuclear zinc(II) Schiff base complexes: synthesis, structural studies and reaction with an α-amino acid ester , 2000 .