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目的研究杜鹃兰Cremastra appendiculata的化学成分及其神经保护活性。方法采用AB-8大孔树脂柱色谱、硅胶柱色谱、Sephadex LH-20柱色谱、ODS中低压柱色谱及高效液相柱色谱等手段进行分离,并通过波谱方法对所得化合物的结构进行鉴定和解析。结果对杜鹃兰乙醇提取物的醋酸乙酯萃取层进行分离,共得到了23个化合物。通过理化性质、现代波谱学手段及文献对照等方法鉴定了其中20个化合物的的结构,分别为双[4-(β-D-吡喃葡萄糖氧)苄基]-2-异丁基苹果酸酯(1)、1-[4-(β-D-吡喃葡萄糖氧)苄基]-2-异丁基-4-甲基苹果酸酯(2)、1-[4-(β-D-吡喃葡萄糖氧)苄基]-4-甲基-2-苄基苹果酸酯(3)、山药素III-3-葡萄糖苷(4)、红果酸(5)、橙皮苷(6)、1,3-二甲氧基酰胺基-4-甲基苯(7)、(3-甲氧基酰胺基-2-甲基苯)-氨基甲酸甲酯(8)、4,4’-二甲氧基酰胺基二苯甲烷(9)、3,3’-二羟基-2,6-双(p-羟基苄基)-5-甲氧基苯(10)、3’,5-二羟基-2-(4-羟基苄基)-3-甲氧基苯(11)、3,3’-二羟基-2-(4-羟基苄基)-5-甲氧基苯(12)、补骨脂宁(13)、山药素III(14)、新补骨脂异黄酮(15)、异补骨脂查耳酮(16)、2,6,2’,6’-四甲基-4,4-双(2,3-环氧基-1-羟基丙基)联苯(17)、coelonin(18)、石斛酚(19)、β-谷甾醇(20)。结论其中化合物7~9、13、15~17为首次从该属植物中分离得到,化合物5、6为首次从该植物中分离得到。其中化合物1和17在H2O2损伤模型中表现出了较好的神经保护作用,并且推测其发挥神经保护作用的机制可能是通过减轻氧化损伤实现的。
Objective To study the chemical constituents and neuroprotective activity of Cremastra appendiculata. Methods The structures of the compounds were identified by AB-8 macroporous resin column chromatography, silica gel column chromatography, Sephadex LH-20 column chromatography, ODS low pressure column chromatography and high performance liquid chromatography. Analysis. Results The ethyl acetate extracts of Rhododendron fortunei ethanol extract were separated and 23 compounds were obtained. The structures of 20 compounds were identified by physico-chemical properties, modern spectroscopic methods and literature comparison. They were bis [4- (β-D-glucopyranosyloxy) benzyl] -2-isobutylmalonate (2), 1- [4- (β-D-glucopyranosyloxy) benzyl] -2- isobutyl- (3), yamycin III-3-glucoside (4), hyaluronic acid (5), hesperidin (6) , 1,3-dimethoxyamido-4-methylbenzene (7), (3-methoxyamido-2- methylbenzene) -carbamic acid methyl ester (8) Dimethoxyamidodiphenylmethane (9), 3,3’-dihydroxy-2,6-bis (p-hydroxybenzyl) -5- methoxybenzene (10), 3 ’ Hydroxybenzyl) -3 -methoxybenzene (11), 3,3’-dihydroxy-2- (4-hydroxybenzyl) Psoralen (13), yam (III) (14), norepinephrine (15), isopsoralen (16), 2,6,2 ’, 6’-tetramethyl- 1,4-bis (2,3-epoxy-1-hydroxypropyl) biphenyl (17), coelonin (18), gigantol (19) and β-sitosterol (20). Conclusion Compounds 7 to 9, 13 and 15 to 17 were isolated from this genus for the first time. Compounds 5 and 6 were isolated from this plant for the first time. Among them, compounds 1 and 17 showed good neuroprotective effect in H2O2 injury model, and speculated that the mechanism of neuroprotective effect may be through reducing oxidative damage.