Two types of O-methyltransferase are involved in biosynthesis of anticancer methoxylated 4'-deoxyflavones in Scutellaria baicalensis Georgi.
Two types of O-methyltransferase are involved in biosynthesis of anticancer methoxylated 4'-deoxyflavones in Scutellaria baicalensis Georgi.
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黄芩中两种类型的O-甲基转移酶参与抗癌甲氧基化4'-脱氧黄酮的生物合成
DOI：
10.1111/pbi.13700
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发表时间：
2022-01
影响因子：
13.8
通讯作者：
Zhao Q
中科院分区：
文献类型：
--
作者：
Cui MY;Lu AR;Li JX;Liu J;Fang YM;Pei TL;Zhong X;Wei YK;Kong Y;Qiu WQ;Hu YH;Yang J;Chen XY;Martin C;Zhao Q
药用植物黄芩富含专门的4′-脱氧黄酮，据报道具有许多促进健康的特性。我们在人类癌细胞系上测定了具有不同甲氧基的黄芩黄酮，发现与未甲基化的黄芩素相比，多甲氧基化的4′-脱氧黄酮（如黄芩黄酮I和tenaxin I）具有更强的诱导细胞凋亡的能力，表明甲氧基化增强了生物活性以及专门黄酮的物理性质，同时对健康细胞没有副作用。我们研究了甲氧基化黄酮的形成，发现两个O-甲基转移酶（OMT）家族在黄芩根中具有活性。II型OMT，SbPFOMT 2和SbPFOMT 5，装饰黄酮上两个相邻羟基之一，并负责C6，8和3′-羟基位置上的甲基化，以分别形成oroxylin A，tenaxin II和chrysoeriol。I型OMT、SbFOMT 3、SbFOMT 5和SbFOMT 6主要负责黄酮的C7-甲氧基化，但SbFOMT 5也可以在其C5和C6-羟基位置上甲基化黄芩素。当培养基中提供适当羟基化的4′-脱氧黄酮底物时，可以通过共表达SbPFOMT 5和SbFOMT 6在酵母中产生二甲氧基化黄酮，黄芩黄酮I（天然存在于黄芩根中）。SbPFOMT 5和SbFOMT 5在酵母中的共表达产生了tenaxin I，也在紫藤根中发现。本工作表明，I型和II型OMT酶都参与了黄芩甲氧基化黄酮的生物合成。
The medicinal plant Scutellaria baicalensis Georgi is rich in specialized 4′‐deoxyflavones, which are reported to have many health‐promoting properties. We assayed Scutellaria flavones with different methoxyl groups on human cancer cell lines and found that polymethoxylated 4′‐deoxyflavones, like skullcapflavone I and tenaxin I have stronger ability to induce apoptosis compared to unmethylated baicalein, showing that methoxylation enhances bioactivity as well as the physical properties of specialized flavones, while having no side‐effects on healthy cells. We investigated the formation of methoxylated flavones and found that two O‐methyltransferase (OMT) families are active in the roots of S. baicalensis. The Type II OMTs, SbPFOMT2 and SbPFOMT5, decorate one of two adjacent hydroxyl groups on flavones and are responsible for methylation on the C6, 8 and 3′‐hydroxyl positions, to form oroxylin A, tenaxin II and chrysoeriol respectively. The Type I OMTs, SbFOMT3, SbFOMT5 and SbFOMT6 account mainly for C7‐methoxylation of flavones, but SbFOMT5 can also methylate baicalein on its C5 and C6‐hydroxyl positions. The dimethoxylated flavone, skullcapflavone I (found naturally in roots of S. baicalensis) can be produced in yeast by co‐expressing SbPFOMT5 plus SbFOMT6 when the appropriately hydroxylated 4′‐deoxyflavone substrates are supplied in the medium. Co‐expression of SbPFOMT5 plus SbFOMT5 in yeast produced tenaxin I, also found in Scutellaria roots. This work showed that both type I and type II OMT enzymes are involved in biosynthesis of methoxylated flavones in S. baicalensis.
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影响因子：
5.1
作者：
Meng, H;Campbell, WH
通讯作者：
Campbell, WH
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影响因子：
3
作者：
Kapetanovic, Izet M.;Muzzio, Miguel;Huang, Zhihua;Thompson, Thomas N.;McCormick, David L.
通讯作者：
McCormick, David L.
影响因子：
7.2
作者：
Parvathi, K;Chen, F;Dixon, RA
通讯作者：
Dixon, RA
影响因子：
3.8
作者：
Berim, Anna;Gang, David R.
通讯作者：
Gang, David R.
分析非目标质谱数据的有针对性的策略：使用超高效液相色谱结合混合四极杆轨道阱质谱和关键离子过滤对黄芩进行快速化学分析
影响因子：
4.1
作者：
Qiao, Xue;Li, Ru;Ye, Min
通讯作者：
Ye, Min