Department of Analytical Development and Research, Section Phytochemical Research, WALA Heilmittel GmbH, Dorfstraße 1, DE-73087, Bad Boll/Eckwälden, Germany.
Department of Plant Systems Biology, Hohenheim University, Garbenstraße 30, DE-70599, Stuttgart, Germany.
Chem Biodivers. 2020 Apr;17(4):e1900724. doi: 10.1002/cbdv.201900724. Epub 2020 Mar 30.
The investigations reported here focus on an in-depth characterization of the secondary metabolite profile of Sanguisorba officinalis flowers. For this purpose, fresh flowers were extracted with MeOH/H O and EtOH/H O and the resulting crude extracts fractionated using CH Cl , AcOEt, and BuOH. Individual compounds were characterized by high performance liquid chromatography and gas chromatography coupled with mass spectrometric detection (HPLC-DAD-MS and GC/MS). MeOH/H O extraction and LC/MS investigations revealed the occurrence of flavonoid glycosides (quercetin, kaempferol), ellagitannin glycosides and four anthocyanins. Among the latter, two components, i. e., cyanidin-malonyl-glucose and cyanidin-galloyl-hexose, have not been reported for S. officinalis so far. Furthermore, phenylethylamine was characterized for the first time in Sanguisorba by pH value dependent extraction with CH Cl . In addition, AcOEt and BuOH extracts were analyzed by GC/MS both prior to and after acid hydrolysis of secondary metabolites. For this purpose, the extracts were treated with 1 n HCl solution (105 °C, 1 h) and derivatized with BSTFA. Analyses revealed the occurrence of several classes of phenolic compounds, such as gallic acid, hydroxybenzoic acid, hydroxycinnamic acid and ellagic acid derivatives. Additionally, the most prominent ursane-type triterpenoid (ziyu-glycoside I) from Sanguisorba and its corresponding aglycone isomers were detected and assigned based on their characteristic fragmentation patterns.
本研究重点对苦地丁花的次生代谢产物轮廓进行深入研究。为此，采用 MeOH/H2O 和 EtOH/H2O 对新鲜花进行提取，并用 CHCl3、AcOEt 和 BuOH 对所得粗提物进行分级。通过高效液相色谱和气相色谱-质谱联用（HPLC-DAD-MS 和 GC/MS）对各化合物进行了鉴定。MeOH/H2O 提取和 LC/MS 研究表明存在黄酮糖苷（槲皮素、山柰酚）、鞣花单宁糖苷和四种花青素。其中，两种成分，即矢车菊素-丙二酰葡萄糖和矢车菊素-没食子酰己糖，迄今为止尚未在苦地丁中报道。此外，首次通过用 CHCl3 进行 pH 值依赖提取的方法，在苦地丁中鉴定出苯乙胺。此外，在进行酸水解次生代谢产物之前和之后，分别用 GC/MS 对 AcOEt 和 BuOH 提取物进行分析。为此，用 1 n HCl 溶液（105°C，1 h）处理提取物并用 BSTFA 衍生化。分析表明存在几种类别的酚类化合物，如没食子酸、羟基苯甲酸、羟基肉桂酸和鞣花酸衍生物。此外，还检测到并基于其特征碎片模式分配了苦地丁中最显著的熊果酸型三萜（梓醇糖苷 I）及其相应的苷元异构体。
