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Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation

2-Nitrobenzaldehyde was found to efficiently block singlet oxygen generation in a series of different test samples upon exposure to UV and visible light under aerobic conditions. The effect of quenching singlet oxygen formation was monitored in the presence of 1, 4-diazabicyclo [2.2.2] octane (DABCO...

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Autores principales: Hajimohammadi, Mahdi, Vaziri Sereshk, Atena, Schwarzinger, Clemens, Knör, Günther
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6315359/
https://www.ncbi.nlm.nih.gov/pubmed/30567321
http://dx.doi.org/10.3390/antiox7120194
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author Hajimohammadi, Mahdi
Vaziri Sereshk, Atena
Schwarzinger, Clemens
Knör, Günther
author_facet Hajimohammadi, Mahdi
Vaziri Sereshk, Atena
Schwarzinger, Clemens
Knör, Günther
author_sort Hajimohammadi, Mahdi
collection PubMed
description 2-Nitrobenzaldehyde was found to efficiently block singlet oxygen generation in a series of different test samples upon exposure to UV and visible light under aerobic conditions. The effect of quenching singlet oxygen formation was monitored in the presence of 1, 4-diazabicyclo [2.2.2] octane (DABCO) acting as a well-known singlet oxygen scavenger. A comparison of different nitrobenzaldehyde isomers with other highly effective synthetic antioxidants used in the food industry such as butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tert-butylhydroquinone (TBHQ) revealed that the protection of materials from singlet oxygen decreases in the order of 2-nitrobenzaldehyde > DABCO > TBHQ > 3-nitrobenzaldehyde > BHA > 4-nitrobenzaldehyde > BHT. Upon addition of 2-nitrobenzaldehyde, the oxidation of fatty acids and the degradation of photosensitizers was found to be considerably diminished, which indicates that the presence of 2-nitrobenzaldehyde has a significant protective influence by restricting the singlet oxygen generation and photodegradation of dyes. Moreover, the compound turned out to display its highly suppressing effects on typical singlet oxygen-dependent reactions, such as fatty acid photooxidation and dye photosensitizer degradation, in a rather broad spectral region covering wavelengths from 300 nm (UV-B) to 575 nm (close to the maximum of ambient solar radiation).
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spelling pubmed-63153592019-01-10 Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation Hajimohammadi, Mahdi Vaziri Sereshk, Atena Schwarzinger, Clemens Knör, Günther Antioxidants (Basel) Article 2-Nitrobenzaldehyde was found to efficiently block singlet oxygen generation in a series of different test samples upon exposure to UV and visible light under aerobic conditions. The effect of quenching singlet oxygen formation was monitored in the presence of 1, 4-diazabicyclo [2.2.2] octane (DABCO) acting as a well-known singlet oxygen scavenger. A comparison of different nitrobenzaldehyde isomers with other highly effective synthetic antioxidants used in the food industry such as butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tert-butylhydroquinone (TBHQ) revealed that the protection of materials from singlet oxygen decreases in the order of 2-nitrobenzaldehyde > DABCO > TBHQ > 3-nitrobenzaldehyde > BHA > 4-nitrobenzaldehyde > BHT. Upon addition of 2-nitrobenzaldehyde, the oxidation of fatty acids and the degradation of photosensitizers was found to be considerably diminished, which indicates that the presence of 2-nitrobenzaldehyde has a significant protective influence by restricting the singlet oxygen generation and photodegradation of dyes. Moreover, the compound turned out to display its highly suppressing effects on typical singlet oxygen-dependent reactions, such as fatty acid photooxidation and dye photosensitizer degradation, in a rather broad spectral region covering wavelengths from 300 nm (UV-B) to 575 nm (close to the maximum of ambient solar radiation). MDPI 2018-12-18 /pmc/articles/PMC6315359/ /pubmed/30567321 http://dx.doi.org/10.3390/antiox7120194 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Hajimohammadi, Mahdi
Vaziri Sereshk, Atena
Schwarzinger, Clemens
Knör, Günther
Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation
title Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation
title_full Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation
title_fullStr Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation
title_full_unstemmed Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation
title_short Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation
title_sort suppressing effect of 2-nitrobenzaldehyde on singlet oxygen generation, fatty acid photooxidation, and dye-sensitizer degradation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6315359/
https://www.ncbi.nlm.nih.gov/pubmed/30567321
http://dx.doi.org/10.3390/antiox7120194
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