Bioavailability of Naringenin Chalcone in Humans after Ingestion of Cherry Tomatoes.
Bioavailability of Naringenin Chalcone in Humans after Ingestion of Cherry Tomatoes.
复制标题
DOI：
10.1024/0300-9831/a000574
复制
发表时间：
2020-10
期刊：
影响因子：
--
通讯作者：
Carina Kolot;A. Rodriguez-Mateos;R. Feliciano;K. Bottermann;W. Stahl
中科院分区：
文献类型：
--
作者：
Carina Kolot;A. Rodriguez-Mateos;R. Feliciano;K. Bottermann;W. Stahl
查耳酮是一类黄酮类化合物，其特征在于α-β不饱和结构元件，其可以与硫醇基团反应以激活诸如Nrf 2-Keap-1系统的途径。柚皮素查耳酮在饮食中含量丰富，但对其生物利用度知之甚少。在这项工作中，在一组健康男性（n=10）中研究了番茄中柚皮素查耳酮的生物利用度。在摄入600克番茄后，在食用后0.5、1、3和6小时，通过UHPLC-QTOF-MS分析了提供单剂量17.3 mg柚皮素查耳酮、0.2 mg柚皮素和195 mg柚皮素的游离和缀合的柚皮素和柚皮素查耳酮（葡糖苷酸和硫酸盐）的血浆水平。结合的柚皮素的血浆水平增加至约12 nmol/L，在约3 h时达到最大值。游离柚皮素的浓度几乎没有升高到基线以上。血浆中游离和结合的柚皮素查耳酮水平显著增加。结合查耳酮在摄食后约3 h达到最大值，平均浓度约为0.5 nmol/L。在基线时未检测到游离查耳酮，但在摄入后约1小时可检测到少量的非共轭化合物，平均最大值为0.8 nmol/L。数据表明，柚皮素查耳酮是生物可利用的人类从樱桃番茄作为膳食来源。然而，可用性差，分子内环化以及延长的代谢可能分别导致反应性α-β不饱和反应中心的失活以及生物活性分子的排泄。
Chalcones are a type of flavonoids characterized by an α-β unsaturated structural element which may react with thiol groups to activate pathways such as the Nrf2-Keap-1 system. Naringenin chalcone is abundant in the diet but little is known about its bioavailability. In this work, the bioavailability of naringenin chalcone from tomatoes was investigated in a group of healthy men (n=10). After ingestion of 600 grams of tomatoes providing a single dose of 17.3 mg naringenin chalcone, 0.2 mg of naringenin, and 195 mg naringin plasma levels of free and conjugated naringenin and naringenin chalcone (glucuronide and sulfate) were analyzed by UHPLC-QTOF-MS at 0.5, 1, 3, and 6 h post-consumption. Plasma levels of conjugated naringenin increased to about 12 nmol/L with a maximum at about 3 h. Concentrations of free naringenin hardly elevated above baseline. Plasma levels of free and conjugated naringenin chalcone significantly increased. A maximum of the conjugated chalcone was reached at about 3 h after ingestion with an average concentration of about 0.5 nmol/L. No free chalcone was detectable at baseline but low amounts of the unconjugated compound could be detected with an average maximum of 0.8 nmol/L at about 1 h after ingestion. The data demonstrate that naringenin chalcone is bioavailable in humans from cherry tomatoes as a dietary source. However, availability is poor and intramolecular cyclisation as well as extended metabolism likely contribute to the inactivation of the reactive alpha-beta unsaturated reactive center as well as the excretion of the biologically active molecule, respectively.