Institute of Theoretical and Experimental Biophysics, Russian Academy of Sciences, Institutskaya 3, 142290 Pushchino, Russia.
Int J Mol Sci. 2023 Oct 11;24(20):15068. doi: 10.3390/ijms242015068.
During the storage, processing, and digestion of flavonoid-rich foods and beverages, a condensation of flavonoids with toxic carbonyl compounds occurs. The effect of the resulting products on cells remains largely unknown. The aim of the present study was to evaluate the effects of quercetin, taxifolin, catechin, eriodictyol, hesperetin, naringenin, and a condensation product of taxifolin with glyoxylic acid on the oxidative burst of neutrophils. It was found that the flavonoids and the condensation product inhibited the total production of ROS. Flavonoids decreased both the intra and extracellular ROS production. The condensation product had no effect on intracellular ROS production but effectively inhibited the extracellular production of ROS. Thus, the condensation of flavonoids with toxic carbonyl compounds may lead to the formation of compounds exhibiting potent inhibitory effects on the oxidative burst of neutrophils. The data also suggest that, during these reactions, the influence of a fraction of flavonoids and their polyphenolic derivatives on cellular functions may change. On the whole, the results of the study provide a better understanding of the effects of polyphenols on human health. In addition, these results reveal the structure-activity relationship of these polyphenols and may be useful in a search for new therapeutic agents against diseases associated with oxidative stress.
在富含类黄酮的食物和饮料的储存、加工和消化过程中,类黄酮与毒性羰基化合物发生缩合。这些产物对细胞的影响在很大程度上尚不清楚。本研究的目的是评估槲皮素、紫杉叶素、儿茶素、圣草酚、橙皮苷、柚皮苷以及紫杉叶素与乙醛酸的缩合产物对中性粒细胞氧化爆发的影响。结果发现,类黄酮和缩合产物抑制了 ROS 的总产生。类黄酮降低了细胞内和细胞外 ROS 的产生。缩合产物对细胞内 ROS 的产生没有影响,但能有效抑制细胞外 ROS 的产生。因此,类黄酮与毒性羰基化合物的缩合可能导致形成对中性粒细胞氧化爆发具有强抑制作用的化合物。这些数据还表明,在这些反应中,类黄酮及其多酚衍生物的一部分对细胞功能的影响可能会发生变化。总的来说,该研究的结果提供了对多酚类化合物对人类健康影响的更好理解。此外,这些结果揭示了这些多酚的结构-活性关系,可能有助于寻找针对与氧化应激相关的疾病的新型治疗剂。