[关键词]
[摘要]
目的 研究玉簪Hosta plantaginea花中的化学成分及其抗炎活性。方法 采用95%和70%乙醇-水溶液渗漉提取,石油醚和醋酸乙酯萃取,通过D101大孔吸附树脂、硅胶、ODS等柱色谱及制备液相柱色谱等方法进行化学成分的分离与纯化,综合运用高分辨质谱、核磁共振谱、ECD等技术进行结构鉴定,并对所有化合物进行了抗炎活性评价。结果 从玉簪花乙醇提取物经醋酸乙酯萃取后的水层部位中得到了10个化合物,包括3个甾体类(1~3)、4个黄酮类(4~7)、2个生物碱类(8、9)和1个脂肪酸(10);分别鉴定为 (8S,9R,10S,12S,13R,14R,16R,17S,20R,22S,25R,26R)-12,16-二羟基-22,26-环氧-26-甲氧基-5α-胆甾-4-烯-3-酮(1)、(2α,3β,5α,25R)-2-羟基螺甾烷-3-O-β-D-吡喃葡萄糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷(2)、(25R)-2-羟基螺甾烷-3-β-D-吡喃葡萄糖基-(1→2)-[β-D-吡喃木糖基-(1→3)]-β-D-吡喃葡萄糖基-(1→4)-β-D-吡喃半乳糖苷(3)、鼠李柠檬素-3-O-β-D-葡萄糖苷(4)、槲皮素-3-O-葡萄糖苷(5)、异鼠李素-3-O-葡萄糖苷(6)、异鼠李素-3-O-芸香糖苷(7)、胸腺嘧啶(8)、尿嘧啶(9)和肉豆蔻酸(10)。结论 化合物1为新化合物,命名为玉簪螺甾烷甾体A;化合物4、6~8和10为首次从天门冬科中分离得到,化合物5为首次从玉簪属中分离得到。化合物1和4具有一定的抗炎作用。丰富了玉簪花的化学成分,为其应用提供了一定的科学依据。
[Key word]
[Abstract]
Objective To investigate the chemical components in the Hosta plantaginea flower and evaluate their anti-inflammatory activities. Method The extraction was carried out using 95% and 70% ethanol aqueous solutions through percolation, followed by liquid-liquid extraction with petroleum ether and ethyl acetate. The chemical components were separated and purified by column chromatography methods such as D101 macroporous adsorption resin, silica gel, and ODS, as well as preparative liquid chromatography. Structural identification was conducted using high-resolution mass spectrometry, nuclear magnetic resonance spectroscopy, and circular dichroism spectrum (ECD). Moreover, the anti-inflammatory activities of all compounds were evaluated. Results Ten compounds were obtained from the aqueous layer of the H. plantaginea flower ethanol extract after extraction with ethyl acetate, including three steroids (1–3), four flavonoids (4–7), two alkaloids (8, 9), and one fatty acid (10). They were identified as (8S,9R,10S, 12S,13R,14R,16R,17S,20R,22S,25R,26R)-12,16-hydroxy-22,26-epoxy-26-methoxy-5α-cholest-4-en-3-one (or hostaspirone A, 1), (2α,3β,5α,25R)-2-hydroxyspirostan-3-yl O-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (2), (25R)-3-(β-D-Glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-galactopyranosyl)-5-spirostan-2α-ol (3), rhamnocitrin-3-O-β-D-glucopyranoside (4), quercetin-3-O-β-glucopyranoside (5), isorhamnetin 3-O-glucoside (6), isorhamnetin-3-O-rutinoside (7), thymine (8), uracil (9), and myristic acid (10), respectively. Conclusion Compound 1 is the first steroid identified in this genus to exhibit an E-ring cleavage spirostan. Compounds 4, 6–8, and 10 were isolated for the first time from the family Asparagaceae, and compound 5 is reported here for the first time from the Hosta genus. In addition, compounds 1 and 4 have some anti-inflammatory effects. This study expands the chemical profile of H. plantaginea and provides a scientific foundation for its potential clinical applications.
[中图分类号]
R284.1
[基金项目]
中药资源可持续利用江西省重点实验室项目(2024SSY07082)