匙萼金丝桃化学成分及镇痛与抗疟活性研究

Chemical Constituents of Hypericum uralum and the Analgesic and Antimalarial Activities

目的对匙萼金丝桃(Hypericum uralum)化学成分进行分离鉴定;对部分成分的镇痛与β-羟高铁血红素形成抑制活性进行测试。方法利用硅胶、Sephadex LH-20等材料柱色谱和现代波谱技术对匙萼金丝桃体积分数95%乙醇提取物乙酸乙酯部分化学成分进行分离和结构鉴定;采用小鼠乙酸扭体法、热水甩尾法和β-羟高铁血红素形成抑制实验对部分单体化合物进行生物活性测试。结果从匙萼金丝桃体积分数95%乙醇提取物乙酸乙酯部位中分离得到13个化合物,分别鉴定为(-)-圣草素(1),3,4,5-三羟基(口山)酮(2),1,7-二羟基(口山)酮(3),4-羟基-2,3-二甲氧基(口山)酮(4),toxyloxanthone B(5),1,3,6,7-四羟基酮(6),2,3-二甲氧基(口山)酮(7),1,5,6-三羟基-3-甲氧基(口山)酮(8),hyperielliptone HD(9),3,3',4,4'-四羟基联苯(10),莽草酸(11),槲皮素-3-O-(4″-甲氧基)-α-L-鼠李糖(12)和原花青素A-2(13)。镇痛活性测试结果表明,化合物3和12具有一定的外周镇痛活性;同时,化合物1表现出较强的β-羟高铁血红素形成抑制活性。结论化合物1～13均为首次从该植物中分离得到;匙萼金丝桃镇痛与抗疟活性具有相应物质基础。

OBJECTIVE To study the chemical constituents of Hypericum uralum were isolated and identified and test the analgesic activity andβ-hematin formation inhibitory activity of some selected compounds.METHODS The compounds were isolated and purified by column chromatography padded with the separating material including silica gel and Sephadex LH-20,and their structures were elucidated based on the analyses of modern spectrum technology.Analgesic and antimalarial activities of selected compounds from H.uralum were evaluated by acetic acid-induced writhing,hot water tail-flick test in mice,andβ-hematin formation inhibition method,respectively.RESULTS Thirteen compounds were isolated from ethyl acetate portion of 95%ethanol extract of H.uralum and identified as(-)-eriodictyol(1),3,4,5-trihydroxyxanthone(2),1,7-dihydroxyxanthone(3),4-hydroxy-2,3-dimethoxyxanthone(4),toxyloxanthone B(5),1,3,6,7-tetrahydroxyxanthone(6),2,3-dimethoxyxanthone(7),1,5,6-trihydroxy-3-methoxyxanthone(8),hyperielliptone HD(9),3,3’,4,4’-tetrahydroxybiphenyl(10),shikimic acid(11),quercetin-3-O-(4″-methoxy)-α-L-rahmnopyranosyl(12),and proanthocyanidin A-2(13).The analgesic activity test indicated that compounds 3 and 12 had certain peripheral analgesic activity,while compound 1 exhibited strongβ-hematin formation inhibitory activity.CONCLUSION All the compounds are obtained from this plant for the first time.The analgesic and antimalarial activities of H.uralum have corresponding material basis.