Heinrich Miriam, Lorenz Peter, Daniels Rolf, Stintzing Florian C, Kammerer Dietmar R
WALA Heilmittel GmbH, Department of Analytical Development & Research, Section Phytochemical Research, Dorfstraße 1, DE-73087 Bad, Boll/Eckwälden.
Department of Pharmaceutical Technology, University of Tübingen, Auf der Morgenstelle 8, DE-72076, Tübingen.
Chem Biodivers. 2017 Aug;14(8). doi: 10.1002/cbdv.201700100. Epub 2017 Jul 17.
Seeds of Hypericum perforatum and H. tetrapterum were extracted with dichloromethane and methanol and investigated by chromatographic and mass spectrometric methods. Both species yielded a fatty oil fraction amounting to 30.5% and 18.0% of the seed weight, respectively. Linoleic acid (C18:2n-6) was shown to be the predominant fatty acid constituent. Moreover, xanthone derivatives, i.e. tetrahydroxyxanthones (THX), xanthone-glycosides and xanthone-sulfonates, were assigned in methanolic extracts. For structure elucidation, one representative xanthone, namely 1,3,6,7-THX, was synthesized and analyzed via HPLC-DAD/MS and GC/MS. Total THX contents were quantitated applying a validated HPLC-DAD method, resulting in 1.25 g/kg (H. perforatum) and 0.27 g/kg (H. tetrapterum), respectively. Moreover, the free radical scavenging capacity of the methanol extracts was tested using the DPPH antioxidant assay. Both, H. perforatum (IC = 8.7 mg/l) and 1,3,6,7-THX (IC = 3.0 mg/l), exhibited good DPPH free radical scavenging activity compared to Trolox (IC = 6.6 mg/l).
贯叶连翘和四翅金丝桃的种子用二氯甲烷和甲醇进行提取，并通过色谱和质谱方法进行研究。两种植物的种子均产生了脂肪油馏分，分别占种子重量的30.5%和18.0%。亚油酸（C18:2n-6）被证明是主要的脂肪酸成分。此外，在甲醇提取物中鉴定出了呫吨酮衍生物，即四羟基呫吨酮（THX）、呫吨酮糖苷和呫吨酮磺酸盐。为了进行结构解析，合成了一种代表性的呫吨酮，即1,3,6,7-THX，并通过HPLC-DAD/MS和GC/MS进行分析。采用经过验证的HPLC-DAD方法对总THX含量进行定量，结果分别为1.25 g/kg（贯叶连翘）和0.27 g/kg（四翅金丝桃）。此外，使用DPPH抗氧化测定法测试了甲醇提取物的自由基清除能力。与Trolox（IC = 6.6 mg/l）相比，贯叶连翘（IC = 8.7 mg/l）和1,3,6,7-THX（IC = 3.0 mg/l）均表现出良好的DPPH自由基清除活性。
