Biosynthesis of 6- and 7-Mono-Demethylated Nobiletins by a Newly Isolated Strain of Yeast,Journal of Agricultural and Food Chemistry

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Biosynthesis of 6- and 7-Mono-Demethylated Nobiletins by a Newly Isolated Strain of Yeast
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2022-12-01 , DOI: 10.1021/acs.jafc.2c03822
Shiwei Su ₁ , Denggao Zhao ₂ , Bo Yuan ₁ , Yanyan Ma ₂ , Siyue Zhu ₁ , Kuangyu Xu ₁ , Grace Lee ₁ , Chi-Tang Ho ₁ , Qingrong Huang ₁

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Demethylated nobiletins (DMNs), which are generally recognized as the metabolites of orally administered nobiletin, are widely investigated. However, studies related to 8-demethylated-nobiletin, 7-demethylated-nobiletin (7DMN), and 6-demethylated-nobiletin (6DMN) are limited due to the lack of a synthesis method. In this study, a strain of microbe able to metabolize nobiletin was isolated from aged orange peel. Internal transcribed spacers (ITS) rRNA sequencing analysis showed it belonged to the yeast family, Filobasidium magnum specie. High-performance liquid chromatography (HPLC), HPLC-MS, and ¹³C NMR results proved that the metabolites were 7DMN and 6DMN. Growth curves of the isolated yeast were studied at different temperatures, media pH, NaCl, and glucose concentrations. Meanwhile, factors that influence the demethylation efficiencies were also investigated. This study lays the groundwork for the investigation of the biological functions of these two compounds and opens a new window for further research of the metabolic fate of nobiletin in the human body.

中文翻译：

一株新分离的酵母菌对 6-和 7-单去甲基川陈皮苷的生物合成

去甲基化川陈皮素 (DMN) 被广泛研究，通常被认为是口服川陈皮素的代谢产物。然而，由于缺乏合成方法，8-去甲基化川陈皮素、7-去甲基化川陈皮素（7DMN）和6-去甲基化川陈皮素（6DMN）的相关研究有限。在这项研究中，一株能够代谢川陈皮素的微生物是从陈年陈皮中分离出来的。内部转录间隔区 (ITS) rRNA 测序分析表明它属于酵母家族，大丝状芽孢杆菌属。高效液相色谱 (HPLC)、HPLC-MS 和¹³C NMR结果证明代谢物为7DMN和6DMN。研究了分离酵母在不同温度、培养基 pH 值、NaCl 和葡萄糖浓度下的生长曲线。同时，还研究了影响去甲基化效率的因素。本研究为研究这两种化合物的生物学功能奠定了基础，为进一步研究川陈皮素在人体内的代谢归宿打开了新的窗口。

更新日期：2022-12-01

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