Modeling of chromatographic lipophilicity of food synthetic dyes estimated on different columns

Sârbu, Costel; Casoni, Dorina; Kot‐Wasik, Agata; Wasik, Andrzej; Namieśnik, Jacek

doi:10.1002/jssc.201000099

Cited by 11 publications

(7 citation statements)

References 32 publications

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“…While TB, MB are hydrophilic with a negative log (P) value (19,20), CV, ET, NPe6, NMB, RB and PHP are amphiphilic with progressively higher positive log (P) values (20)(21)(22)(23)(24)(25)(26). The cell membrane of a mammalian cell is composed of doublelayered phospholipids, and hydrophilic molecules therefore cannot permeate the cell membrane, while amphiphilic and hydrophobic molecules can easily permeate the cell membrane and be promptly transported into the cell (27).…”

Section: Discussionmentioning

confidence: 99%

Optimal Photosensitizers for Photodynamic Therapy of Infections Should Kill Bacteria but Spare Neutrophils

Tanaka

Kinoshita

Yoshihara

et al. 2011

Photochem & Photobiology

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Photodynamic therapy (PDT) for localized microbial infections exerts its therapeutic effect both by direct bacterial killing and also by the bactericidal effects of host neutrophils stimulated by PDT. Therefore, PDT-induced damage to neutrophils must be minimized, while direct photoinactivation of bacteria is maintained to maximize the therapeutic efficacy of antimicrobial PDT in vivo. However, there has been no study in which the cytocidal effect of PDT on neutrophils was investigated. In this study, the cytocidal effects of PDT on neutrophils were evaluated using different antimicrobial photosensitizers to find suitable candidate photosensitizers for antimicrobial PDT. PDT on murine peripheral-blood neutrophils was performed in vitro using each photosensitizer at a concentration that exerted a maximum bactericidal effect on methicillin-resistant Staphylococcus aureus (MRSA), and morphological alteration and viability of neutrophils were studied. Most neutrophils were viable (> 80%) after PDT using toluidine blue-O or methylene blue, while neutrophils showed morphological change and their viabilities were decreased (< 70%) after PDT using other photosensitizers (erythrosine B, rose bengal, crystal violet, Photofrin, new methylene blue, and Laserphyrin). These results suggest that PDT using toluidine blue-O or methylene blue can preserve host neutrophils while exerting a significant therapeutic effect on in vivo localized microbial infection.

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Section: Discussionmentioning

confidence: 99%

Optimal Photosensitizers for Photodynamic Therapy of Infections Should Kill Bacteria but Spare Neutrophils

Tanaka

Kinoshita

Yoshihara

et al. 2011

Photochem & Photobiology

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“…It is possible that the RPLC retention data on CN-propyl stationary phase better characterize transport of drug molecules across cell membranes. The use of the cyanopropyl phase in RP-HPLC systems to determine the parameters of lipophilicity has also been reported [43][44][45][46].…”

Section: Resultsmentioning

confidence: 99%

Determination of the lipophilicity of some new thiosemicarbaside derivatives by reversed-phase thin-layer chromatography

Hawrył¹,

Kuśmierz²,

Pisarczyk³

et al. 2012

Acta Chromatographica

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Summary. In this study, the chromatographic behavior of a newly synthesized series of 1,4-disubstituted thiosemicarbazide derivatives and products of their dehydrocyclization is presented. These compounds have been subjected to this study because they exhibit antimicrobial activity. The compounds have been chromatographed on RP-18 and on cyano-bonded silica chromatographic phases with eluents containing water and an organic modifier (methanol, dioxane, acetone, acetonitrile or tetrahydrofuran) of various concentrations. Statistically proved linear relationships between the retention parameter (R M ) and the concentration of organic modifier in the mobile phase allow the extrapolation procedure to obtain R ) were compared with the log P values calculated by use of four different software packages. The values of the correlation coefficients of these relationships are higher for the cyanopropyl phase than for RP-18. Moreover, in this work the influences of different mobile phase modifiers and adsorbent layers on experimentally obtained lipophilicity parameters were analyzed and compared. Generally, the best correlations were obtained for systems with the cyanopropyl-bonded stationary phase in comparison with RP-18.

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“…Sârbu et al . investigated the lipophilic character of nine commonly used synthetic food dyes by combining experimental and QSPR methods. In this study, the retention behaviour of the following dyes was first investigated by Reverse Phase‐HPLC on C 18 , C 8 , C 16 and CN stationary phases using methanol‐ammonium acetate (0.08 mol/l, pH = 6.76) as mobile phase: CI Food Yellows 3, 4 and 13; CI Food Reds 3, 7, 9 and 14; CI Food Blues 2 and 5 (designated E104, E102, E110, E122, E124, E123, E127, E133 and E131, respectively, within EU).…”

Section: Quantitative Structure‐activity/property Relationship Studiementioning

confidence: 99%

Review of quantitative structure‐activity/property relationship studies of dyes: recent advances and perspectives

Luan

Liu

et al. 2013

Coloration Technology

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Dyes have been applied and are playing an increasingly important role in many industries, including the textile, printing, medical and energy industries. Their wide applications imply that specific dyes possessing given properties need to be effectively designed. The present review aims to survey information related to activity/property research of dyes that has been published in the past two decades. Emphasis is laid particularly on studies based on quantitative structure–activity/property relationships that have contributed to the theoretical design and application of dyes. Finally, the perspectives of quantitative structure‐activity/property relationship studies are set out in order to show how this method may be used to design new dyes and to evaluate their different properties. The challenges facing these studies are also outlined.

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Modeling of chromatographic lipophilicity of food synthetic dyes estimated on different columns

Cited by 11 publications

References 32 publications

Optimal Photosensitizers for Photodynamic Therapy of Infections Should Kill Bacteria but Spare Neutrophils

Optimal Photosensitizers for Photodynamic Therapy of Infections Should Kill Bacteria but Spare Neutrophils

Determination of the lipophilicity of some new thiosemicarbaside derivatives by reversed-phase thin-layer chromatography

Review of quantitative structure‐activity/property relationship studies of dyes: recent advances and perspectives

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