Synthesis, thermal stability, electronic features, and antimicrobial activity of phenolic azo dyes and their Ni(II) and Cu(II) complexes

Bal, Selma; Bal, Sedat Salih; Erener, Abdullah; Halipci, Hatice Nur; Akar, Seyhan

doi:10.2478/s11696-013-0465-y

Cited by 9 publications

(6 citation statements)

References 45 publications

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“…The bands at 2866-2868 and 2901-2957 cm -1 can be attributed to symmetric and asymmetric stretching mode of C-H, respectively [32]. In mixed ligand complexes the characteristic bands of ν(C-H) were almost same, as expected.…”

Section: Ir Spectra and Mode Of Bondingsupporting

confidence: 71%

“…A medium band at 1654 cm -1 was attributed to stretching mode of the C=N in 2,9-dimethyl-1,10-phenanthroline [24][25][26][27]. This band was shifted to lower frequency (30)(31)(32)(33)(34)(35)(36)(37)(38) in the complexes which clearly indicated the coordination of the two nitrogen atoms with metal ion. The new peaks in the region 511-544 cm -1 can be assigned to asymmetric stretching M-N in metal complexes proving the coordination of the 2,9-dimethyl-1,10-phenanthroline as bidentate cleating agent [28][29][30][31].…”

Section: Ir Spectra and Mode Of Bondingmentioning

confidence: 93%

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Spectral and Biological Studies on New Mixed Ligand Complexes

Pal¹,

Alam²,

Hossen³

et al. 2018

J. Sci. Res.

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In this study, new mixed ligand complexes have been prepared from bis(2,4,4-trimethylpentyl)dithiophosphinic acid (C16H35PS2) and 2,9-dimethyl-1,10-phenanthroline (C14H12N2) with various metal(II) ions. The molecular formula of the metal complexes were [Mn(C16H34PS2)(C14H12N2)]Cl (1), [Fe(C16H34PS2)(C14H12N2)]Cl (2), [Co(C16H34PS2) (C14H12N2)]Cl (3), [Zn(C16H34PS2)(C14H12N2)]Cl (4) and [Cd(C16H34PS2)(C14H12N2)]Cl (5). These complexes have been characterized by various physico-chemical techniques such as melting point, molar conductance, magnetic susceptibility measurements as well as UV-Vis, IR, TG and mass spectroscopic analyses. The surface morphology was determined by scanning electron microscope (SEM). The magnetic moment value, color as well as spectral measurements suggested that the geometrical structures of the metal complexes were tetrahedral. The spectral data showed that bis(2,4,4-trimethylpentyl)dithiophosphinic acid and 2,9-dimethyl-1,10-phenanthroline ligands acted as uninegative and neutral bidentate ligand, respectively. The obtained mixed ligand complexes were more stable in air and highly soluble in common organic solvent. The bio-efficacy of ligands and metal complexes have been screened against the test microorganism using agar disc diffusion method. The complex 4 showed potential antibacterial activity against Sterptococcus aureus as compared to standard drug, imipenem. On the other hand, the complex 3 also displayed more potent antifungal activity against Lecanicillium fungicola. Moreover, the complex 3 was also found to have better scavenging activity against 2,2-diphenyl-1-picrylhydrazyl.

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Section: Ir Spectra and Mode Of Bondingsupporting

confidence: 71%

Section: Ir Spectra and Mode Of Bondingmentioning

confidence: 93%

Spectral and Biological Studies on New Mixed Ligand Complexes

Pal¹,

Alam²,

Hossen³

et al. 2018

J. Sci. Res.

View full text Add to dashboard Cite

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“…(Bawa and Alzaraide, 2005;Jogi et al, 2013;Shahzaman et al, 2015). In addition to this, Bal et al ( 2014) reported the antifungal potential of azo dyes and their complexes against Candida albicans and Saccharomyces cerevisiae. Sevastre and Hodorog (2021) also reported that azo dyes have strong antifungal, antibacterial, antiviral and cytotoxic activities.…”

Section: Antifungal Activitymentioning

confidence: 99%

Synthesis of 4-Hydroxyazobenzene, a Promising Azo Dye for Antifungal Activity Against Macrophomina Phaseolina

et al. 2022

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In the present study, an azo dye 4-hydroxyazobenzene was synthesized and its antifungal activity against a notorious soil-borne plant pathogen Macrophomina phaseolina was evaluated. The 4-hydroxyazobenzene was synthesized by azo coupling reaction between aniline diazonium salt and activated phenol. The azo coupling preferably occurred at para position of the phenol ring since the charge density get reinforced at this position and to minimize the steric hindrance between ortho positioned hydroxyl group. Azo coupling involved an electrophilic substitution reaction of phenyl diazonium cation with phenolate ion, the coupling partner. In vitro antifungal activity of the compound was assessed by dissolving the compound in dimethyl sulfoxide (DMSO) and preparing its different concentrations (ranging from 0.78 to 100 mg mL-1) in malt extract broth. All the concentrations of synthesized compound significantly (P≤0.05) reduced biomass of M. phaseolina by 31–49%. This study concludes that 4-hydroxyazobenzene can be used for control of M. phaseolina.

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“…There are several studies in the literature on the coordination of azobenzene molecules with different metal ions such as Cu (II), Zn (II), Hg (II), Co (II), Ni (II), Cr (III), and Fe (III) [ 2 , 62 , 63 , 64 , 65 , 66 , 67 , 68 , 69 , 70 ].…”

Section: Antimicrobial Organometallic Azo Compoundsmentioning

confidence: 99%

“…Bal et al [ 63 ] report the antimicrobial activity of a series of water-soluble phenolic azobenzene with different substituents on aromatic rings complexed with Cu and Ni. Antibacterial activity was observed through agar well tests.…”

Section: Antimicrobial Organometallic Azo Compoundsmentioning

confidence: 99%

Azobenzene as Antimicrobial Molecules

et al. 2022

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Azo molecules, characterized by the presence of a -N=N- double bond, are widely used in various fields due to their sensitivity to external stimuli, ch as light. The emergence of bacterial resistance has pushed research towards designing new antimicrobial molecules that are more efficient than those currently in use. Many authors have attempted to exploit the antimicrobial activity of azobenzene and to utilize their photoisomerization for selective control of the bioactivities of antimicrobial molecules, which is necessary for antibacterial therapy. This review will provide a systematic and consequential approach to coupling azobenzene moiety with active antimicrobial molecules and drugs, including small and large organic molecules, such as peptides. A selection of significant cutting-edge articles collected in recent years has been discussed, based on the structural pattern and antimicrobial performance, focusing especially on the photoactivity of azobenzene and the design of smart materials as the most targeted and desirable application.

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Synthesis, thermal stability, electronic features, and antimicrobial activity of phenolic azo dyes and their Ni(II) and Cu(II) complexes

Cited by 9 publications

References 45 publications

Spectral and Biological Studies on New Mixed Ligand Complexes

Spectral and Biological Studies on New Mixed Ligand Complexes

Synthesis of 4-Hydroxyazobenzene, a Promising Azo Dye for Antifungal Activity Against Macrophomina Phaseolina

Azobenzene as Antimicrobial Molecules

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