Evaluation of the Effect of Azo Group on the Biological Activity of 1‐(4‐Methylphenylazo)‐2‐naphthol

Mkpenie, Victor; Ebong, Godwin Asukwo; Obot, I.B.; Abasiekong, B.

doi:10.1155/2008/438946

Cited by 18 publications

(18 citation statements)

References 12 publications

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“…Conversely, it was noted that the azo functionality inhibited the activity on E. coli ATCC10536 and Enterobacter aerogenes ATCC13048 with the transformation of the starting materials 4 and 6b into compound 7b . These observations corroborate previous reports related to the role played by the azo function in similar biological active substances [38]. …”

Section: Resultssupporting

confidence: 93%

Electrochemical behavior and in-vitro antimicrobial screening of some thienylazoaryls dyes

Tsemeugne

Fondjo

Tamokou

et al. 2017

Chemistry Central Journal

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BackgroundA series of recently reported phenolic azo dyes 7a–e were prepared by coupling the thienyl diazonium sulfate of 3-Amino-4H-benzo[f]thieno[3,4-c](2H)chromen-4-one with selected diversely substituted phenolic and naphtholic derivatives. These compounds were evaluated for their antibacterial and antifungal activities. Furthermore their voltammetric behavior was compared at a glassy carbon electrode.ResultsThe voltammetric behavior of the five recently reported azo dyes has been compared at a glassy carbon electrode. It is shown that the azo dyes 7a–e with a hydroxyl group in the ortho position with respect to the azo bridge give rise to well defined, irreversible peaks for the oxidation and reduction process within a pH range of 2–7. The mechanisms of electrochemical oxidation of compound 7a–c and 7e are proposed. For the hydroxyl-substituted dyes, re-oxidation peaks were obtained in the subsequent scan. The antimicrobial activities of the reported compounds 7a–e along with the entire precursors 1–4 and 6a–e were performed against selected bacterial and fungal species and their activities compared to those of nystatin, griseofulvin and ciprofloxacin used as reference drugs.ConclusionsThe present study showed significant antimicrobial activity of compounds 6d, 7a and 7c,e against the tested microorganisms; this result confirms the antimicrobial potency of azo compounds and some of their precursors.

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Section: Resultssupporting

confidence: 93%

Electrochemical behavior and in-vitro antimicrobial screening of some thienylazoaryls dyes

Tsemeugne

Fondjo

Tamokou

et al. 2017

Chemistry Central Journal

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“…Besides compounds with sulpha group(s), the antimicrobial activity of other compounds containing azo group has been investigated through in vitro, in vivo, and in silico studies [78,79]. According to some reports, the introduction of azo group has improved more than 60% of the antibacterial activities than the parent molecule [80]. In particular, azometal complexes, Schiff bases [81,82], azo compounds of pyrimidine [83,84] and other therapeutically recognized classes of organic compounds, such as enamines, pyrazole, thiazole and triazole have shown excellent antimicrobial activities [85,86].…”

Section: Antimicrobial and Antiviral Propertiesmentioning

confidence: 99%

Biomedical Applications of Aromatic Azo Compounds

Ali

Hamid

Rashid

2018

MRMC

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Azo dyes are widely used in textile, fiber, cosmetic, leather, paint and printing industries. Besides their characteristic coloring function, azo compounds are reported as antibacterial, antiviral, antifungal and cytotoxic agents. They have the ability to be used as drug carriers, either by acting as a 'cargo' that entrap therapeutic agents or by prodrug approach. The drug is released by internal or external stimuli in the region of interest, as observed in colon-targeted drug delivery. Besides drug-like and drug carrier properties, a number of azo dyes are used in cellular staining to visualize cellular components and metabolic processes. However, the biological significance of azo compounds, especially in cancer chemotherapy, is still in its infancy. This may be linked to early findings that declared azo compounds as one of the possible causes of cancer and mutagenesis. Currently, researchers are screening the aromatic azo compounds for their potential biomedical use, including cancer diagnosis and therapy. In this review, we highlight the medical applications of azo compounds, particularly related to cancer research. The biomedical significance of cis-trans interchange and negative implications of azo compounds are also discussed in brief.

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“…Aromatic azo compounds are used as acid-base indicators such as methyl red, methyl orange and Congo red [2]. Mkpenie et al [3] have prepared 1-(4-methylphenylazo)-2-naphtol and study its inhibition like E.coli and S.aureus. Schiff bases are important intermediates for synthesis of some bioactive compounds [4].…”

Section: Introductionmentioning

confidence: 99%

“…-(4-chlorophenyl)-2-(4-(dimethylamino)-3-((4-methoxyphenyl)diazenyl) phenyl)-2-hydrobenzo[e][1,3]oxazepine-4,7-dione…”

mentioning

confidence: 99%

Synthesis and Identification of New Oxazepine Derivatives bearing Azo group in their structures

Sallal

Ghanem

2018

ijs

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In this contribution new oxazepine compounds containing azo group were preppared. In the firststep,4-(dimethylamino)-3-((4-methoxy phenyl) diazenyl) benzaldehyde [Z] was synthesised by using 4-methoxyaniline. The second step was the condensation reaction between aldehyde group of the azo compound [Z] and different primary aromatic amines [4-hydroxyaniline, 4-chloroaniline and 4-amino-N-(pyrimidin-2-yl) benzenesulfonamide] to yield new azo Schiff bases compounds [A 1-A 3 ] respectively. In the final step, oxazepine compounds [B 1-B 3 ] and [B 4-B 6 ] were prepared from reaction imines compounds [A 1-A 3 ] with maleic anhydride and phathalic anhydride in dry benzene respectively. All these derivatives were characterized by melting points and FTIR spectroscopy, some of them were characterized by 1 H-NMR spectroscopy.

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Evaluation of the Effect of Azo Group on the Biological Activity of 1‐(4‐Methylphenylazo)‐2‐naphthol

Cited by 18 publications

References 12 publications

Electrochemical behavior and in-vitro antimicrobial screening of some thienylazoaryls dyes

Electrochemical behavior and in-vitro antimicrobial screening of some thienylazoaryls dyes

Biomedical Applications of Aromatic Azo Compounds

Synthesis and Identification of New Oxazepine Derivatives bearing Azo group in their structures

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