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首页> 外文期刊>Journal of mass spectrometry: JMS >Substitution pattern elucidation of hydroxypropyl Pinus pinaster (Ait.) bark polyflavonoid derivatives by ESI(-)-MS/MS
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Substitution pattern elucidation of hydroxypropyl Pinus pinaster (Ait.) bark polyflavonoid derivatives by ESI(-)-MS/MS

机译：ESI（-）-MS / MS替代羟丙基松（Ait。）树皮多黄酮衍生物的模式研究

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摘要

The structure of condensed tannins (CTs) from Pinus pinaster bark extract and their hydroxypropylated derivatives with four degrees of substitution (DS 1, 2, 3 and 4) has been characterized for the first time using negative-ion mode electrospray ionization tandem mass spectrometry (ESI(-)-MS/MS). The results showed that P. pinaster bark CTs possess structural homogeneity in terms of monomeric units (C-15, catechin). The oligomer sizes were detected to be dimers to heptamers. The derivatives showed typical phenyl-propyl ether mass fragmentation by substituent elimination (58amu) and inherent C-15 flavonoid fissions. The relative abundance of the product ions revealed a preferential triple, tetra-/penta- and octa- hydroxypropylation substitution pattern in the monomer, dimer and trimer derivatives, respectively. A defined order of -OH reactivity towards propylene oxide was established by means of multistage experiments (A-ringB-ring>C-ring). A high structural heterogeneity of the modified oligomers was detected. Copyright (c) 2014 John Wiley & Sons, Ltd.
机译：首次使用负离子模式电喷雾串联质谱法表征了Pinus pinaster皮树皮提取物的缩合单宁（CTs）及其具有四个取代度（DS 1，2，3和4）的羟丙基化衍生物的结构（ ESI（-）-MS / MS）。结果表明，P。pinaster树皮CTs在单体单元（C-15，儿茶素）方面具有结构均匀性。检测到的寡聚物尺寸是七聚体的二聚体。所述衍生物通过消除取代基（58amu）和固有的C-15类黄酮裂变而表现出典型的苯基-丙基醚质量断裂。产物离子的相对丰度分别在单体，二聚体和三聚体衍生物中显示出优先的三，四/五-和八-羟丙基取代模式。通过多阶段实验（A-ringB-ring> C-ring）确定了对环氧丙烷的-OH反应性的定义顺序。检测到修饰的低聚物的高度结构异质性。版权所有（c）2014 John Wiley＆Sons，Ltd.

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