Synthesis, characterization, thermal and redox behavior, and biological activity of Ni(II), Cu(II), and Zn(II) complexes containing pyridoxine and imidazole moieties

Neelakantan, M.A.; Minakshi, Manickam; Thalamuthu, S.; Nair, M. Sivasankaran

doi:10.1080/00958972.2010.493583

Cited by 6 publications

(3 citation statements)

References 30 publications

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“…Metal chelates play an important role in the biological systems, as they are essential parts of metalloproteins and enzymes. Over the past few years, the development of metal complexes‐type drugs has stimulated increasing interest in the possibility of imidazole‐based metal complexes as antibacterial agents . Imidazoles possess multiple nitrogen atoms that are available as chelating ligands and could easily interact with metal ions through weak interactions.…”

Section: Imidazoles As Antibacterial Agentsmentioning

confidence: 99%

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

et al. 2013

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Imidazole ring is an important five-membered aromatic heterocycle widely present in natural products and synthetic molecules. The unique structural feature of imidazole ring with desirable electron-rich characteristic is beneficial for imidazole derivatives to readily bind with a variety of enzymes and receptors in biological systems through diverse weak interactions, thereby exhibiting broad bioactivities. The related research and developments of imidazole-based medicinal chemistry have become a rapidly developing and increasingly active topic. Particularly, numerous imidazole-based compounds as clinical drugs have been extensively used in the clinic to treat various types of diseases with high therapeutic potency, which have shown the enormous development value. This work systematically gives a comprehensive review in current developments of imidazole-based compounds in the whole range of medicinal chemistry as anticancer, antifungal, antibacterial, antitubercular, anti-inflammatory, antineuropathic, antihypertensive, antihistaminic, antiparasitic, antiobesity, antiviral, and other medicinal agents, together with their potential applications in diagnostics and pathology. It is hoped that this review will be helpful for new thoughts in the quest for rational designs of more active and less toxic imidazole-based medicinal drugs, as well as more effective diagnostic agents and pathologic probes.

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Section: Imidazoles As Antibacterial Agentsmentioning

confidence: 99%

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

et al. 2013

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“…For Klebsiella pneumoniae , complex II167 outperformed ampicillin. When a Cu (II) ion was replaced by Ni (II) and Zn (II) ions, an apparent decrease in antimicrobial activity could be observed [ 325 ].…”

Section: Imidazole-based Supermolecules As Medicinal Agentsmentioning

confidence: 99%

Comprehensive Insights into Medicinal Research on Imidazole-Based Supramolecular Complexes

Tan

Zhang

et al. 2023

Pharmaceutics

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The electron-rich five-membered aromatic aza-heterocyclic imidazole, which contains two nitrogen atoms, is an important functional fragment widely present in a large number of biomolecules and medicinal drugs; its unique structure is beneficial to easily bind with various inorganic or organic ions and molecules through noncovalent interactions to form a variety of supramolecular complexes with broad medicinal potential, which is being paid an increasing amount of attention regarding more and more contributions to imidazole-based supramolecular complexes for possible medicinal application. This work gives systematical and comprehensive insights into medicinal research on imidazole-based supramolecular complexes, including anticancer, antibacterial, antifungal, antiparasitic, antidiabetic, antihypertensive, and anti-inflammatory aspects as well as ion receptors, imaging agents, and pathologic probes. The new trend of the foreseeable research in the near future toward imidazole-based supramolecular medicinal chemistry is also prospected. It is hoped that this work provides beneficial help for the rational design of imidazole-based drug molecules and supramolecular medicinal agents and more effective diagnostic agents and pathological probes.

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“…Pyridoxine displays different coordination sites with metal ions with different charges and hard/soft character. Chelation through phenolate oxygen and adjacent hydroxymethyl groups is common for pyridoxine metal complexes. − Other bonding modes of pyridoxine are (i) simple coordination through the pyridine nitrogen, (ii) chelation plus bonding through the pyridine nitrogen, − and (iii) chelation plus bridging through the coordinated phenolate or hydroxyl group. , Though considerable attention has been devoted to the study of vitamin B6 components, − little attention has been paid to pyridoxine containing ternary complexes.…”

Section: Introductionmentioning

confidence: 99%

Solution Equilibria of Ni(II), Cu(II), and Zn(II) Complexes Involving Pyridoxine and Imidazole Containing Ligands: pH Metric, Spectral, Electrochemical, and Biological Studies

Neelakantan¹,

Minakshi²,

Nair³

2011

J. Chem. Eng. Data

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Solution equilibria and relevant stability constants for M(II)-pyridoxine (PN)(A) [M(II) = Cu(II), Ni(II), and Zn(II)], and M(II)-PN(A)-imidazole containing ligands (B) [B = imidazole (him), benzimidazole (bim), histamine (hist), and l-histidine (his)] in aqueous solution have been determined by a pH metric method at 310 K and I = 0.15 M NaClO4. The complexation model for each system has been established by the MINIQUAD-75 program. The probable binding mode in the binary and ternary species was discussed based upon the derived stability constants. The concentration distributions of various species formed in solution were evaluated. The stability of ternary complexes follows the Irving–Williams order of metal ions, which was quantitatively (Δ log K, log X, and % RS) compared with their corresponding binary complexes. In terms of the ligands (B), the stability of the complexes follows him > bim > hist > his. The molecular geometry of the complexes formed in solution between the ligands and M(II) was determined by electronic spectra at various pH intervals. The formation of complexes and their electrochemical properties were also assessed by cyclic voltammetry. The in vitro biological activity of the ternary complexes was tested against bacteria, fungi, and yeast.

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Synthesis, characterization, thermal and redox behavior, and biological activity of Ni(II), Cu(II), and Zn(II) complexes containing pyridoxine and imidazole moieties

Cited by 6 publications

References 30 publications

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

Comprehensive Insights into Medicinal Research on Imidazole-Based Supramolecular Complexes

Solution Equilibria of Ni(II), Cu(II), and Zn(II) Complexes Involving Pyridoxine and Imidazole Containing Ligands: pH Metric, Spectral, Electrochemical, and Biological Studies

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