Synthesis, photosensitization and antimicrobial activity of certain oxadiazine cyanine dyes

Shindy, H. A.; El‐Maghraby, M. A.; Eissa, Fayez M.

doi:10.1016/j.dyepig.2005.04.003

Cited by 27 publications

(23 citation statements)

References 5 publications

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“…The cyanine dyes were thought to be better photosensitizers when they absorb the visible light to initiate the electronic transitions at higher wavelength bands (bathochromic shifted and/or red shifted dyes). Consequently, the photosensitization of the cyanine dyes decreases when they absorb the visible light to initiate the electronic transitions at lower wavelength bands (hypsochromic shifted and/or blue shifted dyes) (Shindy et al, 2002;Shindy et al, 2006;Shindy et al, 2015a;Shindy et al, 2015b). So, we may say that the photosensitization of one cyanine dye is higher than the other one if the wavelength of the maximum absorption spectrum of the former one is longer than that of the latter one.…”

Section: Synthesis Mechanismsmentioning

confidence: 99%

Novel Polyheterocyclic Cyanine Dyes: Synthesis, Photosensitiztion and Solvent/Electronic Transitions Correlation

2018

European Reviews of Chemical Research

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Novel polyheterocyclic cyanine dyes covering aza-cyanine dyes and bis aza-cyanine dyes derived from 3,8-diethyl-2,7-diphenyl benzo [2,3-b;quaternary salt were prepared. The electronic visible absorption spectra for all the synthesized cyanines were investigated in 95 % ethanol solution to evaluate their photosensitization/electronic transitions correlation. The cyanine dyes were thought to be better photosensitizers when they absorb the visible light to initiate the electronic transitions at higher wavelength bands (bathochromic shifted and/or red shifted dyes). Consequently, the photosensitization of the cyanine dyes decreases when they absorb the visible light to initiate the electronic transitions at lower wavelength bands (hypsochromic shifted and/or blue shifted dyes). Solvent/electronic transitions correlation study for some selected cyanine dyes were carried out in pure solvents having different polarities [water (78.54), Dimethylformamide (36.70), ethanol (24.3), chloroform (4.806), benzene (2.28) and dioxane (2.209)] to evaluate their solute/solvent interaction properties (general and/or specific solvent effects). Structural identification were confirmed using elemental analysis, visible spectra, IR and 1 H NMR spectral data.Keywords: cyanine dyes, aza-cyanine dyes, synthesis, photosensitization/electronic transitions correlation, visible spectra, solvent / electronic transitions correlation. IntroductionCyanine dyes Shindy, 2016;Shindy, 2018;Shindy et al., 2017a;Solomon et al., 2014;Lynch et al., 2013;Shindy et al., 2012;Arjona et al., 2016;Shindy et al., 2015;Shindy, 2015;Shindy, Koraiem, 2008) have a wide range and various applications in different fields of science and technology. Their uses and applications include but not limited to spectral sensitizers for silver halide emulsions in photographic material industry for coloured and non coloured (black and white) films (cyanine dyes were originally used, and still are, to increase the sensitivity range of photographic emulsions, i. e. to increase the range of wavelengths which will form an image on the film) (Msaki,

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Section: Synthesis Mechanismsmentioning

confidence: 99%

Novel Polyheterocyclic Cyanine Dyes: Synthesis, Photosensitiztion and Solvent/Electronic Transitions Correlation

2018

European Reviews of Chemical Research

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“…In previous studies about antimicrobial activity of monoazo or disazo dyes, synthesized compound had antibacterial activity [35,36]. It was reported weak or no antimicrobial activity for these compounds against fungi [37].…”

Section: Dye Nomentioning

confidence: 99%

Synthesis, antimicrobial activity and absorption studies of some novel heterocyclic dyes based on 4-hexylbenzene-1,3-diol

Patel

2012

Eur. J. Chem.

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KEYWORDSAniline derivatives were diazotized and coupled with 3-aminocrotononitrile to give the corresponding 2-arylhydrazono-3-ketiminobutyronitriles. Cyclization of these arylhydrazono derivatives with hydrazine monohydrate afforded 5-amino-4-arylazo-3-methyl-1H-pyrazoles which were subsequently diazotized and coupled with malononitrile to yield a series of pyrazolylhydrazonomalononitriles. These compounds were then reacted with hydrazine monohydrate to provide, heterocyclic dyes, which were further diazotized and coupled with 4-hexylbenzene-1,3-diol to produce novel heterocyclic tetraazo dyes which were characterized by elemental analysis and spectral methods. The antimicrobial activity and absorption characteristics of the dyes were also examined in detail.Pyrazole Solvatochromism Heterocyclic dyes Antimicrobial activity 3-Aminocrotononitrile 4-Hexylbenzene-1,3-diol

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“…The tested compounds 3a, 3b, 6a, 7a, 7b, 7c, 8a, 9a, 9b and 9c were dissolved in DMSO to give a final concentration (1 mg/mL) [27,28]. Susceptible sterile discs were impregnated by the tested substance (50 μg/disc) [27,28] via a means of micropipette.…”

Section: Biological Activitymentioning

confidence: 99%

“…Susceptible sterile discs were impregnated by the tested substance (50 μg/disc) [27,28] via a means of micropipette. The biological activity for each substance was tested on surface-seeded nutrient agar medium with the prepared susceptible discs, bacterial strains and the biological effect are shown in Table 3.…”

Section: Biological Activitymentioning

confidence: 99%

Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine cyanine dyes

2015

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New methine cyanine dyes covering monomethine cyanine dyes and dimethine cyanine dyes derived from benzo [(2,3-b)benzoxazine; (2,3-e)1,3,4-oxadiazine]-5,12-dione were prepared. The electronic visible absorption spectra of all the synthesized cyanine dyes were investigated in 95% ethanol solution. Biological activity for a number of selected compounds was tested and evaluated against various bacterial strains (Bacillus subtilis, Escherichia coli, Pseudomona aeruginosa and Staphylococcus aureus). Structural determination was carried out via elemental analysis, visible, mass, IR and 1 H NMR spectroscopic data.

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Synthesis, photosensitization and antimicrobial activity of certain oxadiazine cyanine dyes

Cited by 27 publications

References 5 publications

Novel Polyheterocyclic Cyanine Dyes: Synthesis, Photosensitiztion and Solvent/Electronic Transitions Correlation

Novel Polyheterocyclic Cyanine Dyes: Synthesis, Photosensitiztion and Solvent/Electronic Transitions Correlation

Synthesis, antimicrobial activity and absorption studies of some novel heterocyclic dyes based on 4-hexylbenzene-1,3-diol

Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine cyanine dyes

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