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Suppressing Effect of 2-Nitrobenzaldehyde on Singlet Oxygen Generation, Fatty Acid Photooxidation, and Dye-Sensitizer Degradation.
Antioxidants ( IF 6.0 ) Pub Date : 2018-12-18 , DOI: 10.3390/antiox7120194
Mahdi Hajimohammadi 1 , Atena Vaziri Sereshk 2 , Clemens Schwarzinger 3 , Günther Knör 4
Affiliation  

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).

中文翻译:

2-硝基苯甲醛对单线态氧生成、脂肪酸光氧化和染料敏化剂降解的抑制作用。

研究发现,在有氧条件下暴露于紫外线和可见光时,2-硝基苯甲醛可有效阻止一系列不同测试样品中单线态氧的产生。在作为众所周知的单线态氧清除剂的 1, 4-二氮杂双环[2.2.2]辛烷 (DABCO) 存在下监测猝灭单线态氧形成的效果。将不同硝基苯甲醛异构体与食品工业中使用的其他高效合成抗氧化剂(例如丁基羟基甲苯(BHT)、丁基羟基苯甲醚(BHA)、叔丁基氢醌(TBHQ))进行比较表明,材料对单线态氧的保护作用依次降低2-硝基苯甲醛 > DABCO > TBHQ > 3-硝基苯甲醛 > BHA > 4-硝基苯甲醛 > BHT。添加2-硝基苯甲醛后,脂肪酸的氧化和光敏剂的降解显着减少,这表明2-硝基苯甲醛的存在通过限制单线态氧的产生和染料的光降解具有显着的保护作用。此外,该化合物在覆盖 300 nm (UV-B) 至 575 nm 波长的相当宽的光谱范围内,对典型的单线态氧依赖性反应(例如脂肪酸光氧化和染料光敏剂降解)表现出高度抑制作用。接近环境太阳辐射的最大值)。
更新日期:2019-11-01
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