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橙汁(多)酚的体外结肠分解代谢

In vitro colonic catabolism of orange juice (poly)phenols.

作者信息

Pereira-Caro Gema, Borges Gina, Ky Isabelle, Ribas Aleix, Calani Luca, Del Rio Daniele, Clifford Michael N, Roberts Susan A, Crozier Alan

机构信息

Department of Technology, Postharvest and Food Industry, IFAPA-Alameda del Obispo, Córdoba, Spain.

出版信息

Mol Nutr Food Res. 2015 Mar;59(3):465-75. doi: 10.1002/mnfr.201400779. Epub 2015 Jan 22.

Abstract

SCOPE

The role of colonic microbiota in the breakdown of hesperetin, naringenin, and ferulic acid, compounds found as glycosides in orange juice, was investigated using an in vitro fermentation model.

METHODS AND RESULTS

Test compounds were incubated with human fecal slurries cultured under anaerobic conditions, and the production of phenolic acid catabolites were monitored by GC-MS and HPLC-MS(2) . Hesperetin was converted to 3-(3'-hydroxy-4'-methoxyphenyl)propionic acid, 3-(3',4'-dihydroxyphenyl)propionic acid, and 3-(3'-hydroxyphenyl)propionic acid while 3-(phenyl)propionic acid was the major end product derived from naringenin. The data obtained are compared to our previously published data on urinary excretion of phenolic and aromatic acids after acute orange juice consumption (Pereira-Caro et al. Am. J. Clin. Nutr. 2014, 100, 1385-1391). Catabolism pathways are proposed for events occurring in the colon and those taking place postabsorption into the circulatory system with particular reference to the excretion of 3-(3'-hydroxy-4'-methoxyphenyl)hydracrylic acid, which is not formed in fecal incubations. Ferulic acid was also degraded by the colonic microflora being converted principally to 3-(3'-methoxy-4'-hydroxyphenyl)propionic acid, a phenolic acid that appears in urine after orange juice consumption.

CONCLUSION

The study provides novel information on the potential involvement of the colonic microbiota in the overall bioavailability of orange juice (poly)phenols through the production of phenylpropionic acids and subsequent hepatic conversions that lead to hippuric acid and its hydroxylated analogues.

摘要

范围

使用体外发酵模型研究了结肠微生物群在橙皮素、柚皮素和阿魏酸(这些化合物在橙汁中以糖苷形式存在)分解中的作用。

方法与结果

将受试化合物与人粪便悬液在厌氧条件下培养,通过气相色谱 - 质谱联用仪(GC - MS)和液相色谱 - 串联质谱仪(HPLC - MS²)监测酚酸分解代谢产物的生成。橙皮素转化为3 - (3'-羟基 - 4'-甲氧基苯基)丙酸、3 - (3',4'-二羟基苯基)丙酸和3 - (3'-羟基苯基)丙酸,而3 - (苯基)丙酸是柚皮素产生的主要终产物。将所得数据与我们之前发表的关于急性饮用橙汁后酚酸和芳香酸尿排泄的数据进行比较(佩雷拉 - 卡罗等人,《美国临床营养学杂志》,2014年,100卷,1385 - 1391页)。针对结肠中发生的事件以及吸收后进入循环系统发生的事件提出了分解代谢途径,特别提及了3 - (3'-羟基 - 4'-甲氧基苯基)水合丙烯酸的排泄,该物质在粪便培养中未形成。阿魏酸也被结肠微生物群降解,主要转化为3 - (3'-甲氧基 - 4'-羟基苯基)丙酸,一种在饮用橙汁后出现在尿液中的酚酸。

结论

该研究提供了新的信息,表明结肠微生物群可能通过产生苯丙酸以及随后的肝脏转化生成马尿酸及其羟基化类似物,从而参与橙汁(多)酚的整体生物利用度。

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