Biological Applications of Macrocyclic Schiff Base Ligands and Their Metal Complexes: A Survey of the Literature (2005–2019)

Golbedaghi, Reza; Tabanez, Andreia M.; Esmaeili, Somayeh; Fausto, Rui

doi:10.1002/aoc.5884

Cited by 29 publications

(17 citation statements)

References 157 publications

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“…[14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31] Schiff-bases can be cyclic [32][33][34] and noncyclic. [34] Macrocyclic Schiff-bases [32][33][34] have found important applications in macrocyclic and supramolecular chemistry, and various heterocyclic Schiff-bases and their derivatives play crucial roles in medicinal chemistry. [35,36] Furthermore, depend-to their structural flexibility, they can be synthetically modified and fine-tuned for specific biological applications and many metallic [3,15,17,18,[37][38][39] and non-metallic [15,[40][41][42][43][44] derivatives of Schiffbases are being researched extensively to develop new compounds with desired biological properties.…”

Section: Introduction 1schiff-bases and Their Different Derivativesmentioning

confidence: 99%

“…Schiff‐bases can be cyclic [32–34] and non‐cyclic [34] . Macrocyclic Schiff‐bases [32–34] have found important applications in macrocyclic and supramolecular chemistry, and various heterocyclic Schiff‐bases and their derivatives play crucial roles in medicinal chemistry [35,36] . Furthermore, depending on their particular structural features Schiff‐bases, both metallic and non‐metallic derivatives can be easily synthesized.…”

Section: Introductionmentioning

confidence: 99%

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Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

et al. 2022

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Schiff-base derivatives are widely used organic compounds and their metal complexes have been drawing much attention to chemists due to interesting structural features and unique properties. The presence of nitrogen containing imine groups (À C=NÀ ) in Schiff-bases as well as in their metallic complexes and the chelating properties of these compounds are responsible for their many unique biological properties. In this review, we have summarized various acyclic Schiff-base ligands and their different metallic complexes which have been reported in the last one decade. Schiff-bases and their metal complexes have shown a broad range of biological activities, including antifungal, antibacterial, antimalarial, antiproliferative, antiinflammatory, antiviral, and antipyretic properties. We have reviewed and arranged the reported Schiff-base derivatives according to their diverse biological applications, especially their anti-bacterial and anti-fungal activities, anti-tumor and anti-cancer activities, anti-oxidant activities, anti-inflammatory activities and other therapeutic and medicinal properties. The other component of this work as a review of the molecular structures of various Schiff-bases since their molecular structures play a primary role in the biological properties. The presence of heteroatoms such as nitrogen, sulfur and oxygen with free electron pairs and aromatic rings in the structure of the Schiff-bases play significant roles in determining their properties.

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Section: Introduction 1schiff-bases and Their Different Derivativesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

et al. 2022

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“…A combination of an organic drug with a metal ion can develop the effectiveness of the organic moiety. [ 7–10 ] Among these organic compounds was a selected hydrazone derivative [ 11 ] where the hydrazone are principle ingredients for drug composition, as possible ligands for complexes and widely synthesized through simple condensation of the hydrazine group and a carbonyl compound. In addition to having a vast area of applications, in areas from bio‐science to materials science, [ 12–16 ] and have played an important role in the improvement of coordination chemistry, because of its ability to form a range of stable complexes which have applications in different fields.…”

Section: Introductionmentioning

confidence: 99%

Quantum chemical studies and effect of gamma irradiation on the spectral, thermal, X‐ray diffraction and DNA interaction with Pd (II), Cu(I), and Cd (II) of hydrazone derivatives

Aly

Elganzory

Mahross

et al. 2021

Applied Organom Chemis

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A new series of Pd (II), Cd (II), and Cu(I) complexes with ((Z)‐2‐(phenylamino)‐N′‐(thiophen‐2‐ylmethylene)acetohydrazide)(H2LB) has been prepared. FT‐IR, 1H‐NMR, electronic spectra, Powder X‐ray, thermal behavior, theoretical methods and DNA interaction of ligand and of Pd (II) and Cu(I) complexes before and after γ‐irradiation are studied. The 1H NMR spectrum of the ligand after γ‐irradiation shows the signals appear at the same position or slightly shift, but the intensity of the bands after γ‐irradiation is higher than before irradiated. X‐ray diffraction (XRD) studies exhibited the samples in nanorange, the crystallite size is 1.94, 4.81 nm for both unirradiated (B1 and B3) and 2.93, 4.72 nm for irradiated (A1 and A3). The thermal stability of the complexes after γ‐irradiation increase than before γ‐irradiation. The possible structures of the metal complexes have been computed using the molecular mechanic calculations UFF using quantum chemical software by Gaussian 09 W program. The calculations are performed with DFT/B3LYP/LANL2DZ to obtain the optimized molecular geometry. Some important quantum chemical descriptors of the metal complexes were calculated such as HOMO, LUMO, and energy gap. Metal complexes before and after irradiation in the absence and presence of increasing amounts of CT‐DNA exhibit that the absorption intensities decrease with increasing the concentration of DNA.

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“…[ 9 ] Biological applications of macrocyclic Schiff base ligands and their metal complexes were reported. [ 10 ] Furthermore, organic–inorganic hybrid composites with different applications have been prepared from Al–Mg hydroxycarbonate. [ 11 ] Generally, metal complexes are insoluble or slightly soluble in water and most organic solvents, [ 12 ] with the bright and intense colors of many metal‐complex compounds, such as Prussian blue, imparting them with great values as pigments and dyes, especially mordant dyes.…”

Section: Introductionmentioning

confidence: 99%

Cu (II), Zn (II), and Ce (III) metal complexes as antimicrobial pigments for surface coating and flexographic ink

Elsawy

Faheim

Salem

et al. 2021

Applied Organom Chemis

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Metal complexes, which were prepared from the reaction of an N‐salicylidene(4‐aminotoluene‐3‐sulfonic acid) Schiff base ligand (H2L) with Cu (II), Zn (II), and Ce (III), were characterized and confirmed by elemental analysis, molar conductance measurement, melting point, Fourier transform infrared (FT‐IR) spectroscopy, proton nuclear magnetic resonance (1H NMR), electronic spectra, magnetic susceptibility, thermal analysis, and qualitative and quantitative antimicrobial studies. The geometry of the compounds was optimized using the semiempirical PM3 Hamiltonian with Restricted Hartree–Fock (RHF) and root‐mean‐square (RMS) gradient of 0.05 kcal/mol. The ligand and its metal complexes were physically incorporated into a water‐based paint and flexographic ink formulation to study their antimicrobial properties and performances as metal‐complex pigments. The results of their performance tests further enhanced their applications as pigments. The mechanical resistance of the prepared paint and ink was also studied to evaluate the possible drawbacks that were associated with the addition of the prepared pigments. Compared with the blank sample, the studies indicated that the physical incorporation of Cu complexes slightly enhanced the mechanical properties of the painted films (the gloss values, hardness, and adhesion) and printed paper (gloss, color strength [density], and abrasion resistance) according to the American Society for Testing and Materials (ASTM). Further, regarding the antimicrobial test, the obtained results can be represented according to the following activity order: the prepared ligand > Zn complex > Ce complex > Cu complex before or after the incorporations of the paint and ink.

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Biological Applications of Macrocyclic Schiff Base Ligands and Their Metal Complexes: A Survey of the Literature (2005–2019)

Cited by 29 publications

References 157 publications

Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

Recent Progress in Metal‐Incorporated Acyclic Schiff‐Base Derivatives: Biological Aspects

Quantum chemical studies and effect of gamma irradiation on the spectral, thermal, X‐ray diffraction and DNA interaction with Pd (II), Cu(I), and Cd (II) of hydrazone derivatives

Cu (II), Zn (II), and Ce (III) metal complexes as antimicrobial pigments for surface coating and flexographic ink

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