Food Chemistry, Department of Food Science, University of Copenhagen, Rolighedsvej 30, DK-1958 Frederiksberg C, Denmark.
J Agric Food Chem. 2012 Sep 12;60(36):9261-72. doi: 10.1021/jf301823h. Epub 2012 Aug 29.
Flavin mononucleotide (FMN, as a B(2) vitamin model) was shown to induce dimerization of flavonoids (flavanone, apigenin, naringenin, eriodictyol, taxifolin, catechin, kaempferol, luteolin, quercetin, rutin, and seven smaller model phenols studied) as the major photoreaction, when aqueous solutions were exposed to visible light using a new, real-time electrospray ionization mass-spectrometric (ESI-MS) technique supported by LC-MS and MS(2) analysis. Electrophilic intermediates such as transient radical cations, o-quinones, and p-quinone methide were proposed to be involved in the coupling process. The C(3)-OH in flavon-3-ols gave rise to atypical compounds such as a depside or a dioxane-linked dimer. Flavonoid dimers, formed in vegetal extracts added to food during storage in light and for which structures are proprosed based on MS and MS(2), may affect colloidal stability, color, astringency, and antioxidative capacity.
黄素单核苷酸 (FMN，作为 B(2) 维生素模型) 被证明可以诱导类黄酮 (黄酮、芹菜素、柚皮苷、圣草酚、杨梅素、儿茶素、山奈酚、木樨草素、槲皮素、芦丁和 7 种较小的模型酚类化合物) 的二聚化，作为主要光反应，当水溶液在可见光下使用新的实时电喷雾电离质谱 (ESI-MS) 技术暴露时，LC-MS 和 MS(2) 分析支持。亲电中间体如瞬态自由基阳离子、邻醌和对醌甲醚被认为参与了偶联过程。黄酮醇的 C(3)-OH 会产生非典型化合物，如联苯或二氧戊烷连接的二聚体。在光照下储存过程中添加到食物中的植物提取物中形成的类黄酮二聚体，其结构基于 MS 和 MS(2) 提出，可能会影响胶体稳定性、颜色、涩味和抗氧化能力。
