岐山金丝桃中2个新的糖苷类化合物  

Two new glycosides from Hypericum elatoides

作　　者：汪子镟 安帧 刘汉伍 谢锦艳 王浩然 闫喜涛 WANG Zi-xuan;AN Zhen;LIU Han-wu;XIE Jin-yan;WANG Hao-ran;YAN Xi-tao(Shaanxi Key Laboratory of Natural Products&Chemical Biology,College of Chemistry&Pharmacy,Northwest A&F University,Yangling 712100,China)

机构地区：[1]西北农林科技大学化学与药学院,陕西省天然产物化学生物学重点实验室,陕西杨凌712100

出　　处：《中国中药杂志》2024年第12期3242-3251,共10页China Journal of Chinese Materia Medica

基　　金：国家自然科学基金项目(31800291)。

摘　　要：综合运用硅胶柱色谱、反相C_(18)柱色谱、Sephadex LH-20柱色谱、制备高效液相色谱等多种色谱分离方法对岐山金丝桃地上部分的化学成分进行系统分离和纯化,并采用IR、NMR、MS等波谱解析技术进行结构鉴定。从岐山金丝桃甲醇提取物中共分离21个化合物,分别鉴定为(5Z)-8-O-β-D-吡喃葡萄糖基-5-辛烯酸甲酯(1)、4-甲基-3-O-β-D-吡喃葡萄糖基-己酸甲酯(2)、byzantionoside B(3)、9-epi-blumenol C glucoside(4)、corchoionoside C(5)、(6S,9R)-roseoside(6)、顺式-对香豆酸-4-O-β-D-吡喃葡萄糖苷(7)、反式-对香豆酸-4-O-β-D-吡喃葡萄糖苷(8)、对羟基苯丙酸甲酯(9)、绿原酸甲酯(10)、槲皮素-3-O-β-D-吡喃葡萄糖苷(11)、β-谷甾醇(12)、豆甾醇(13)、豆甾-4-烯-3-酮(14)、β-香树脂醇(15)、胡萝卜苷(16)、sitoindosideⅠ(17)、油酸(18)、α-亚麻酸甲酯(19)、甘油三亚油酸酯(20)、cassipourol(21)。其中化合物1和2为未见报道的新化合物,分别命名为岐山金丝桃苷G、岐山金丝桃苷H。化合物3~5、7~9、17、20~21为首次从金丝桃属植物中分离得到,其余化合物均为首次从该植物中分离得到。生物活性检测结果表明,化合物11具有显著的抗神经炎症活性,化合物1、3、19具有一定的神经保护作用。The column chromatography with silica gel,reversed-phase C18,and Sephadex LH-20 was employed to separate the methanol extract of the aerial parts of Hypericum elatoides.The compounds were identified by the comprehensive analysis of IR,NMR,and MS data as methyl 8-O-β-D-glucopyranosyl-(Z)-5-octenoate(1),methyl 3-O-β-D-glucopyranosyl-4-methylhexanoate(2),byzantionoside B(3),9-epi-blumenol C glucoside(4),corchoionoside C(5),(6S,9R)-roseoside(6),cis-p-coumaric acid 4-O-β-D-glucopyranoside(7),trans-p-coumaric acid 4-O-β-D-glucopyranoside(8),methyl 3-(4-hydroxyphenyl)propanoate(9),(E)-chlorogenic acid methyl ester(10),quercetin-3-O-β-D-glucopyranoside(11),β-sitosterol(12),stigmasterol(13),stigmast-4-en-3-one(14),β-amyrin(15),daucosterol(16),sitoindosideⅠ(17),oleic acid(18),methylα-linolenate(19),trilinolein(20),and cassipourol(21).Among them,compounds 1 and 2 were identified as new glycosides and named hyperelatosides G and H.Compounds 3-5,7-9,17,and 20-21 were isolated from the genus Hypericum for the first time.The remaining compounds were isolated from H.elatoides for the first time.The results of biological assays revealed that compound 11 exhibited significant antineuroinflammatory activity,and compounds 1,3,and 19 displayed certain neuroprotective effects.

关 键 词：金丝桃属 岐山金丝桃 化学成分 岐山金丝桃苷G 岐山金丝桃苷H 

分 类 号：R284.1[医药卫生—中药学]