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O-去甲安哥拉紫檀烷:对于人类健康,熟知的黄豆苷元的鲜为人知的表亲的重要性。

O-desmethylangolensin: the importance of equol's lesser known cousin to human health.

机构信息

Department of Global and Community Health, George Mason University, Fairfax, VA 22030, USA.

出版信息

Adv Nutr. 2011 Jul;2(4):317-24. doi: 10.3945/an.111.000539. Epub 2011 Jun 28.

DOI:10.3945/an.111.000539
PMID:22332073
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3125681/
Abstract

The objective for this paper was to review human studies of O-desmethylangolensin (O-DMA) concentrations and of O-DMA producers compared with nonproducers in the context of results from in vitro studies. O-DMA is an intestinal bacterial metabolite of daidzein, an isoflavone compound observed to have phytoestrogenic properties. Not all individuals harbor bacteria capable of metabolizing daidzein to O-DMA, and individuals can be classified as O-DMA producers and nonproducers. O-DMA is less structurally similar to 17β-estradiol than its parent compound, daidzein; thus, it may exhibit different biological actions than daidzein. Evidence from in vitro studies suggests that O-DMA has several cancer-related biological actions. However, results from human metabolic studies and observational studies of disease risk suggest that these actions may not be physiologically relevant in vivo due to the amount and form (primarily glucuronide) of circulating O-DMA. Apart from circulating O-DMA concentrations, the underlying bacteria may have a distinct physiological role. Urinary excretion of O-DMA in humans is a marker of harboring intestinal bacteria capable of C-ring cleavage. Bacterial C-ring cleavage reactions are relevant to other phytochemicals that may exert biological actions in vivo that are stronger than the actions of O-DMA; thus, the role of the phenotype may extend beyond daidzein metabolism. There are a limited number of studies that have evaluated disease risk factors in relation to being an O-DMA producer, with mixed results. Further research evaluating disease risk in relation to the O-DMA-producer phenotype from the perspective of intestinal microbial composition is recommended.

摘要

本文的目的是在体外研究结果的背景下,综述人类关于 O-去甲安哥拉紫檀烷素(O-DMA)浓度和 O-DMA 产生者与非产生者的研究。O-DMA 是大豆黄素的肠道细菌代谢物,大豆黄素是一种具有植物雌激素特性的异黄酮化合物。并非所有个体都携带有能够将大豆黄素代谢为 O-DMA 的细菌,并且个体可以被分类为 O-DMA 产生者和非产生者。与母体化合物大豆黄素相比,O-DMA 的结构与 17β-雌二醇的相似性较小;因此,它可能表现出与大豆黄素不同的生物学作用。体外研究的证据表明,O-DMA 具有几种与癌症相关的生物学作用。然而,来自人类代谢研究和疾病风险观察性研究的结果表明,由于循环中 O-DMA 的量和形式(主要是葡萄糖醛酸苷),这些作用在体内可能没有生理相关性。除了循环 O-DMA 浓度外,潜在的细菌可能具有独特的生理作用。人体中 O-DMA 的尿排泄是拥有能够进行 C 环裂解的肠道细菌的标志物。细菌 C 环裂解反应与其他植物化学物质有关,这些物质在体内可能具有比 O-DMA 更强的生物学作用;因此,表型的作用可能超出大豆黄素代谢。有少数研究评估了与 O-DMA 产生者相关的疾病风险因素,结果不一。建议进一步研究从肠道微生物组成的角度评估与 O-DMA 产生者表型相关的疾病风险。

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本文引用的文献

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Dairy consumption is a significant correlate of urinary equol concentration in a representative sample of US adults.乳制品的摄入量与美国成年人代表性样本中尿液中黄豆苷元浓度显著相关。
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Improved in vitro assays of superoxide anion and 1,1-diphenyl- 2-picrylhydrazyl (DPPH) radical-scavenging activity of isoflavones and isoflavone metabolites.改善异黄酮及其代谢物超氧阴离子和 1,1-二苯基-2-苦基肼(DPPH)自由基清除活性的体外检测方法。
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Viruses in the faecal microbiota of monozygotic twins and their mothers.双歧杆菌在同卵双胞胎及其母亲粪便微生物群中的病毒。
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Organismal, genetic, and transcriptional variation in the deeply sequenced gut microbiomes of identical twins.深度测序的同卵双胞胎肠道微生物组中的机体、遗传和转录变异。
Proc Natl Acad Sci U S A. 2010 Apr 20;107(16):7503-8. doi: 10.1073/pnas.1002355107. Epub 2010 Apr 2.
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Daidzein-metabolising phenotypes in relation to serum lipids and uric acid in adults in Guangzhou, China.中国广州成年人中大豆黄素代谢表型与血脂和尿酸的关系。
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Breast, colorectal, and prostate cancer risk in the European Prospective Investigation into Cancer and Nutrition-Norfolk in relation to phytoestrogen intake derived from an improved database.来自于改良数据库的植物雌激素摄入与欧洲癌症前瞻性调查-诺福克(EPIC-Norfolk)中乳腺癌、结直肠癌和前列腺癌风险的关系
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