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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。
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[Abstract]
Objective To study the chemical constituents of Cremastra appendiculata and their neuroprotection.Methods The chemical constituents were separated and purified by silica gel, Sephadex LH-20 column chromatography, ODS column chromatography, and HPLC column chromatography. Their structures were determined by NMR spectrum.Results Applying various chromatographic separation methods, 23 compounds were obtained from the aceticether extraction of 55% ethanol extract ofC.appendiculata. Based on physicochemical properties and spectroscopic analysis, 20 structures were identified as miltarine (1), 1-(4-β- D-glucopyranosyloxybenzyl)-2-isobutylmalate-4-methyl (2), 1-[4-(β- D-glucopyranosyloxy)benzyl]-4-methyl-2-benzylmalate (3), batatasin III-3- O-glucoside (4), eucomic acid (5), hesperidin (6), (4-methyl-1,3-phenylene) dicarbamic acid methyl ester (obtucarbamate A) (7), (3-meth-oxycarbonylamino-2-methyl-phenyl)-cabamic acid metylester (8), 4,4'-diphenylmethanebis(methyl) carbamate (9), 3,3'-dihydroxy-2',6'-bis(p-hydroxybenzyl)-5-methoxybibenzyl (10), 3',5-dihydroxy-2-(4-hydroxybenzyl)-3-methoxybibenzyl (11), 3,3'-dihydroxy-2-(4-hydroxybenzyl)-5-methoxybibenzyl (12), corylin (13), batatasin III (14), neobavaisoflavone (15), isobavachalcone (16), 2,6,2',6'-tetramethoxy-4,4-bis(2,3-epoxy-1-hydroxypropyl)biphenyl (17), coelonin (18), gigantol (19), and β-sitosterol (20).Conclusion Compounds 7—9, 13, and 15—17 are obtained from the plants of Cremastra Lindl. for the first time. Compounds 5 and 6 are obtained from the plant for the first time. Compounds 1 and 17 have the good performance of neuroprotection in hydrogen peroxide model. Neuroprotective mechanism is likely to be achieved by weakening the oxidative damage.
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