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

1
Faculty of Chemistry, Kharazmi University, G. C, Mofateh, Tehran 14911-15719, Iran
2
Department of Chemistry, Faculty of Science, Central Tehran Branch, Islamic Azad University, Shahrak Gharb, Tehran 14778-93855, Iran
3
Institute of Chemical Technology of Organic Materials, Johannes Kepler University Linz, 4040 Linz, Austria
4
Institute of Inorganic Chemistry, Johannes Kepler University Linz, 4040 Linz, Austria
*
Authors to whom correspondence should be addressed.
Antioxidants 2018, 7(12), 194; https://doi.org/10.3390/antiox7120194
Received: 22 November 2018 / Revised: 6 December 2018 / Accepted: 14 December 2018 / Published: 18 December 2018
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). View Full-Text
Keywords: singlet oxygen scavenger; 2-nitrobenzaldehyde; inhibition of fatty acid photooxidation; UV photoprotection; photostabilization singlet oxygen scavenger; 2-nitrobenzaldehyde; inhibition of fatty acid photooxidation; UV photoprotection; photostabilization
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MDPI and ACS Style

Hajimohammadi, M.; Vaziri Sereshk, A.; Schwarzinger, C.; Knör, G. Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation. Antioxidants 2018, 7, 194. https://doi.org/10.3390/antiox7120194

AMA Style

Hajimohammadi M, Vaziri Sereshk A, Schwarzinger C, Knör G. Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation. Antioxidants. 2018; 7(12):194. https://doi.org/10.3390/antiox7120194

Chicago/Turabian Style

Hajimohammadi, Mahdi, Atena Vaziri Sereshk, Clemens Schwarzinger, and Günther Knör. 2018. "Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation" Antioxidants 7, no. 12: 194. https://doi.org/10.3390/antiox7120194

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