Jiangxi Molecular Drug Design and Evaluation Key Laboratory, School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China.
Jiangxi Molecular Drug Design and Evaluation Key Laboratory, School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, China.
J Inorg Biochem. 2019 Jun;195:13-19. doi: 10.1016/j.jinorgbio.2019.03.004. Epub 2019 Mar 4.
Quercetin is a flavonoid compound widely found in vegetables, fruits, and medicinal plants. It has carbonyl and phenolic hydroxyl groups in its structure that can easily form complexes with metal ions. In this study, we reacted quercetin in water at 95 °C with five metal trace elements commonly found in plants, namely calcium, magnesium, zinc, iron(III), and copper. Each supernatant was then examined by electrospray ionization-time-of-flight mass spectrometry (ESI-TOF MS). The results showed that quercetin can form complexes with Ca, Mg, Zn, and Cu in ratios of 2:1, 3:1, and 3:2. Interestingly, after reaction with Fe in water at 95 °C, not only can quercetin‑iron(III) complexes be formed in ratios of 2:1 and 3:1, but small amounts of quercetin‑iron(II) complexes can also be formed in the same ratios. Furthermore, DNA cleavage experiments showed that when acting alone, quercetin and Cu have weak or no cleavage effects on DNA, but the complex formed after reaction in hot water cleaves DNA in a time- and concentration-dependent manner. These results indicate that complexes may form between quercetin and a variety of metal trace elements in a water decoction of plants, and that these metal complexes may be the material basis for the health-promoting and therapeutic effects of edible or medicinal plants.
槲皮素是一种广泛存在于蔬菜、水果和药用植物中的类黄酮化合物。它的结构中含有羰基和酚羟基,容易与金属离子形成配合物。在这项研究中,我们将槲皮素在 95°C 的水中与植物中常见的五种金属微量元素(钙、镁、锌、铁(III)和铜)进行反应。然后,通过电喷雾电离飞行时间质谱(ESI-TOF MS)检查每个上清液。结果表明,槲皮素可以与 Ca、Mg、Zn 和 Cu 以 2:1、3:1 和 3:2 的比例形成配合物。有趣的是,在 95°C 的水中与 Fe 反应后,不仅可以形成 2:1 和 3:1 的槲皮素-铁(III)配合物,而且还可以以相同的比例形成少量的槲皮素-铁(II)配合物。此外,DNA 切割实验表明,当单独作用时,槲皮素和 Cu 对 DNA 的切割作用较弱或没有,但在热水中反应形成的配合物以时间和浓度依赖的方式切割 DNA。这些结果表明,在植物的水煎液中,槲皮素可能与多种金属微量元素形成配合物,这些金属配合物可能是食用或药用植物具有促进健康和治疗作用的物质基础。