Analysis on Fragmentation Patterns and Diagnostic Ions of Two Types of <italic style="font-style: italic">Euphorbia </italic>Diterpenoid by High-resolution Tandem Mass Spectrometry

WANG Tian-shan; FU Zi-zhuo; JIANG Fang-long

doi:10.19969/j.fxcsxb.22091303

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Analysis on Fragmentation Patterns and Diagnostic Ions of Two Types of Euphorbia Diterpenoid by High-resolution Tandem Mass Spectrometry

Scientific Papers | 更新时间：2023-02-28

- Analysis on Fragmentation Patterns and Diagnostic Ions of Two Types of Euphorbia Diterpenoid by High-resolution Tandem Mass Spectrometry
- Journal of Instrumental Analysis Vol. 42, Issue 2, Pages: 141-149(2023)
- 作者机构：
  
  1.热带药用资源化学教育部重点实验室，海南海口 571199
  2.海南省热带药用植物化学重点实验室，海南海口 571199
  3.海南师范大学化学与化工学院，海南海口 571199
- 作者简介：
- 基金信息：
- DOI：10.19969/j.fxcsxb.22091303
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王天山,付子卓,蒋方龙.两类大戟二萜的高分辨ESI－MS/MS质谱裂解规律及诊断离子解析[J].分析测试学报,2023,42(02):141-149.

WANG Tian-shan,FU Zi-zhuo,JIANG Fang-long.Analysis on Fragmentation Patterns and Diagnostic Ions of Two Types of Euphorbia Diterpenoid by High-resolution Tandem Mass Spectrometry[J].Journal of Instrumental Analysis,2023,42(02):141-149.
王天山,付子卓,蒋方龙.两类大戟二萜的高分辨ESI－MS/MS质谱裂解规律及诊断离子解析[J].分析测试学报,2023,42(02):141-149. DOI： 10.19969/j.fxcsxb.22091303.

WANG Tian-shan,FU Zi-zhuo,JIANG Fang-long.Analysis on Fragmentation Patterns and Diagnostic Ions of Two Types of Euphorbia Diterpenoid by High-resolution Tandem Mass Spectrometry[J].Journal of Instrumental Analysis,2023,42(02):141-149. DOI： 10.19969/j.fxcsxb.22091303.

摘要

采用高分辨电喷雾串联质谱技术研究了15种大戟二萜的二级质谱裂解行为，总结了这些化合物的基本裂解规律并归纳了其诊断离子。所研究的二萜均为多酯类化合物，根据其二萜骨架的不同分为曼西烷型（化合物,1, ~ ,9,）和前曼西烷型（化合物,10, ~ ,15,）。研究结果发现，这些化合物先断裂酰氧基和/或脱水等得到二萜骨架离子，接着在骨架上发生裂解生成一系列特征的诊断离子，这些离子集中在,m/z, 200 ~ 320区域。化合物,1, ~ ,7,的骨架离子为,m/z, 311（离子A）和,m/z ,293（离子B），化合物,8, ~ ,9,的骨架离子为,m/z, 295（离子C）和,m/z ,277（离子D），而化合物,10, ~ ,15,的骨架离子为,m/z, 313（离子E）和,m/z ,295（离子F）。根据这些关键的诊断离子可以鉴别化合物的结构类型。此外，关键诊断离子丢失H,2,O、HCHO、CO、C,3,H,4,和/或丙酮等中性分子，可分别证明前体离子存在羟基、四氢呋喃环、羰基、异丙烯基和/或CH,3,C（OH）CH,3,片段或官能团。上述诊断离子和特征的中性丢失既可表征这些化合物的化学结构，又有助于其它未知曼西烷型和前曼西烷型二萜的结构鉴定。

Abstract

Tandem mass spectrometry（MS/MS） generates fragmentation ions from quasi-molecular ions．Meanwhile，high-resolution mass spectrometry offers an accurate mass measurement，which is particularly suitable for the analysis of fragmentation pathways and structure identification of natural products．In this paper，fifteen natural compounds of ,Euphorbia, diterpenoid，classified as myrsinane-type（1－9） and pemyrsinane-type（10－15） possessing chemical structural features of 5/7/6/3 and 5/7/6 ring fused system，were selected to analyze the basis of characteristic MS/MS fragmentation patterns．Experimental data indicated that diterpenoid backbone fragments were yielded by continuous acids，carboxylates elimination and dehydration upon higher-energy collision dissociation（HCD）．Compounds 1－7 fragmented to yield backbone ions of ,m/z ,311（ion A） and ,m/z ,293（ion B），compounds 8 and 9 gave at ,m/z ,295（ion C） and ,m/z ,277（ion D），and similarly，compounds 10－15 showed them at ,m/z ,313（ion E） and ,m/z ,295（ion F）．A series of diagnostic ions including backbone ions in the low mass region of ,m/z, 200－320 were identified，which were associated with specific structural features．The neutral losses of H,2,O，HCHO，CO，C,3,H,4, and/or acetone were the characteristic eliminations from the backbone precursor ions due to the presence of hydroxyl，THF（tetrahydrofuran） ring，carbonyl，isopropenyl and/or CH,3,C（OH）CH,3, units in the structures．The occurrence of key diagnostic ions and their fragmentation patterns could potentially permit the chemical structure determination and the identification for unknowns.

关键词

大戟二萜曼西烷型前曼西烷型裂解规律诊断离子

Keywords

Euphorbia diterpenoidmyrsinane-typepremyrsinane-typefragmentation patterndiagnostic ions

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Analysis on Fragmentation Patterns and Diagnostic Ions of Two Types of Euphorbia Diterpenoid by High-resolution Tandem Mass Spectrometry

DOI：10.19969/j.fxcsxb.22091303

摘要

Abstract

关键词

Keywords

references