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LC/MS profiling of flavonoid glycoconjugates isolated from hairy roots suspension root cell cultures and seedling roots of Medicago truncatula

机译:从of藜毛状根悬浮根细胞培养物和幼苗根中分离的类黄酮糖缀合物的LC / MS分析

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摘要

Hairy roots and suspension cell cultures are commonly used in deciphering different problems related to the biochemistry and physiology of plant secondary metabolites. Here, we address about the issue of possible differences in the profiles of flavonoid compounds and their glycoconjugates derived from various plant materials grown in a standard culture media. We compared profiles of flavonoids isolated from seedling roots, hairy roots, and suspension root cell cultures of a model legume plant, Medicago truncatula. The analyses were conducted with plant isolates as well as the media. The LC/MS profiles of target natural products obtained from M. truncatula seedling roots, hairy roots, and suspension root cell cultures differed substantially. The most abundant compounds in seedlings roots were mono- and diglucuronides of isoflavones and/or flavones. This type of glycosylation was not observed in hairy roots or suspension root cell cultures. The only recognized glycoconjugates in the latter samples were glucose derivatives of isoflavones. Application of a high-resolution mass spectrometer helped evaluate the elemental composition of protonated molecules, such as [M + H]+. Comparison of collision-induced dissociation MS/MS spectra registered with a quadrupole time-of-flight analyzer for tissue extracts and standards allowed us to estimate the aglycone structure on the basis of the pseudo-MS3 experiment. Structures of these natural products were described according to the registered mass spectra and literature data. The analyses conducted represent an overview of flavonoids and their conjugates in different types of plant material representing the model legume, M. truncatula.Electronic supplementary materialThe online version of this article (doi:10.1007/s11306-011-0287-2) contains supplementary material, which is available to authorized users.
机译:毛状根和悬浮细胞培养通常用于破译与植物次生代谢物的生物化学和生理学有关的不同问题。在这里,我们讨论的是类黄酮化合物及其糖缀合物从标准培养基中生长的各种植物材料中衍生出来的可能差异的问题。我们比较了从模型豆科植物梅花苜蓿的幼苗根,毛根和悬浮根细胞培养物中分离出的类黄酮的概况。使用植物分离株和培养基进行分析。从截枝穆巴拉克幼苗的根,毛状根和悬浮根细胞培养物中获得的目标天然产物的LC / MS谱图有很大差异。幼苗根中最丰富的化合物是异黄酮和/或黄酮的单-和二葡糖醛酸。在毛状根或悬浮根细胞培养物中未观察到这种糖基化。在后者的样品中唯一识别的糖缀合物是异黄酮的葡萄糖衍生物。高分辨率质谱仪的应用有助于评估质子化分子的元素组成,例如[M + H] + 。用四极杆飞行时间分析仪记录的组织提取物和标准品的碰撞诱导解离MS / MS谱图的比较,使我们能够根据伪MS 3 实验估算糖苷配基的结构。这些天然产物的结构根据注册的质谱和文献数据进行了描述。进行的分析概述了代表豆科植物M.truncatula的不同类型植物材料中的类黄酮及其结合物。电子补充材料本文的在线版本(doi:10.1007 / s11306-011-0287-2)包含补充材料,可供授权用户使用。

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