Rioux Benjamin, Peyrot Cédric, Mention Matthieu M, Brunissen Fanny, Allais Florent
URD Agro-Biotechnologies Industrielles, CEBB, AgroParisTech, 51110 Pomacle, France.
Antioxidants (Basel). 2020 Apr 18;9(4):331. doi: 10.3390/antiox9040331.
-Hydroxycinnamic diacids are reaction intermediates of the classical Knoevenagel-Doebner condensation between malonic acid and benzaldehydes. As they are generally obtained in low yields, they remain relatively under-studied and under-exploited. Herein, we developed and optimized a sustainable synthetic procedure allowing the production of these compounds in good to high yields (60-80%) using proline as the catalyst and ethanol as the solvent. Study of their antioxidant and anti-UV activities revealed that these -hydroxycinnamic diacids were not only potent radical scavengers but also efficient UV filters exhibiting high photostability.
羟基肉桂二酸是丙二酸和苯甲醛之间经典的克诺文纳格尔-多布纳缩合反应的中间体。由于它们通常产率较低,因此相对研究较少且开发不足。在此,我们开发并优化了一种可持续的合成方法,以脯氨酸为催化剂、乙醇为溶剂,能够以良好至高的产率(60-80%)生产这些化合物。对其抗氧化和抗紫外线活性的研究表明,这些羟基肉桂二酸不仅是有效的自由基清除剂,还是具有高光稳定性的高效紫外线过滤器。