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目的研究秀丽莓(Rubus amabilis Focke)干燥茎中的化学成分,阐明秀丽莓药效物质基础。方法采用水提取、柱色谱法以及结晶法对秀丽莓干燥茎进行分离纯化,用核磁共振、质谱等光谱波谱技术对分离得到的化合物进行结构鉴定,并结合高效液相色谱-离子阱-飞行时间质谱法(LC/MS-IT-TOF)对其中的化学成分进行分析,SunFire~(TM)C_(18)色谱柱(4.6 mm×150 mm,5μm),甲醇(A)-0.5%甲酸水溶液(B)为流动相进行梯度洗脱,电喷雾离子源为质谱离子源,同时采用正、负离子检测模式,获得不同化合物的多级质谱数据。结果从秀丽莓干燥茎中分离出了5个化合物,分别鉴定为1,2,8-三甲氧基-6-羟基酮、2α,3α,19α,23-四羟基-乌苏-12-烯-28-酸、齐墩果酸、(+)-儿茶素及(-)-表儿茶素。根据高分辨质谱结果和MS/MS碎片信息,结合对照品质谱信息及相关文献,共鉴定推断出27个化合物,其中1个酮:1-羟基-3,7,8-三甲氧基酮;1个单萜:7-epiphlomiol;5个二萜类:对映-贝壳杉-16-烯-9-醇、对映-16β,17-二羟基-贝壳杉-19-羧酸、对映-贝壳杉-3α(β),16β,17-三醇、甜茶苷、甜茶单糖苷;9个三萜类:2α,3β,23α-三羟基-乌苏-12,18-二烯-28-酸、2α,3β,23α-三羟基-乌苏-12,19-二烯-28-酸、19α-羟基熊果酸、2α,19α-二羟基-乌苏-12-烯-28-酸、2α-羟基乌苏酸、2α,3α-二羟基-齐墩果-12-烯-28-酸、3β,16α,22α,28-四羟基齐墩果-12-烯、3β,16α,22α,23,28-五羟基齐墩果-12-烯及萎陵菜酸;11个黄酮类:原花青素B1~B8、槲皮素-3-O-β-D-吡喃葡萄糖苷、槲皮素及8,3’-二羟基-7,4’-二甲氧基异黄酮。结论化合物1,2,8-三甲氧基-6-羟基酮为蔷薇科植物中首次分离得到;化合物(+)-儿茶素与(-)-表儿茶素为首次从悬钩子属植物中分离得到;其余化合物为首次从秀丽莓中发现。
Objective To study the chemical constituents of dried stems of Rubus amabilis Focke and elucidate the pharmacological substance base of the berries. Methods The stems were isolated and purified by water extraction, column chromatography and crystallization. The structures of the isolated compounds were identified by nuclear magnetic resonance and mass spectrometry. The structures of the isolated compounds were identified by high performance liquid chromatography-ion trap-time of flight The chemical constituents were analyzed by mass spectrometry (LC / MS-IT-TOF) using SunFire C 18 column (4.6 mm × 150 mm, 5 μm), methanol- B) gradient elution mobile phase, electrospray ionization mass spectrometer ion source, using positive and negative ion detection mode to obtain multi-level mass spectrometry data of different compounds. Results Five compounds were isolated from dried raspberry stems and identified as 1,2,8-trimethoxy-6-hydroxyketone, 2α, 3α, 19α, 23-tetrahydroxy-uesu-12- 28-acid, oleanolic acid, (+) - catechin, and (-) - epicatechin. According to the results of high resolution mass spectrometry and MS / MS fragmentation, 27 compounds were deduced from the reference mass spectra and related literatures. Among them, one of them was 1-hydroxy-3,7,8-trimethoxy ketone; Monoterpenes: 7-epiphlomiol; 5 diterpenes: enantiomer-kauren-16-en-9-ol, enantiomer-16β, 17-dihydroxy-kauri-19-carboxylic acid, enantiomer-shell Canene-3α (β), 16β, 17-triol, resorcinol, sweet tea monosaccharide glycosides; 9 triterpenes: 2α, 3β, 23α-trihydroxy-wusu-12,18-diene-28- 2α, 3β, 23α-trihydroxy-uSu-12,19-diene-28-oic acid, 19α-hydroxy ursolic acid, 2α, 19α-dihydroxy-ursu-12-en-28- 2α, 3α-dihydroxy-olean-12-en-28-oic acid, 3β, 16α, 22α, 28-tetrahydroxyolean- 11-flavonoids: proanthocyanidins B1 ~ B8, quercetin -3-O-β-D-glucopyranoside, quercetin and 8, 3’-dihydroxy-7,4’-dimethoxyisoflavone. CONCLUSION Compound 1,2,8-trimethoxy-6-hydroxyketone was isolated from Rosaceae for the first time. Compound (+) - catechin and (-) - epicatechin were isolated from Rubus Isolated; the remaining compounds were first found from the beauty raspberry.