微花藤乙醇提取物水溶性部位的化学成分

Constituents from a water-soluble portion of ethanolic extract of Iodes cirrhosa

目的:研究微花藤Iodes cirrhosa的化学成分。方法:利用多种色谱技术进行分离纯化,并通过现代波谱学和化学方法鉴定其结构。结果:从微花藤根95%乙醇提取物的水溶性部分分离得到24个化合物,分别鉴定为(-)-(7R,8S,7′E)-4,7,9,9′-四羟基-3,3′-二甲氧基-8,4′-氧木脂烷-7′-烯-9′-O-β-D-吡喃葡萄糖苷(1),(-)-(7S,8S,7′E)-4,7,9,9′-四羟基-3,3′-二甲氧基-8,4′-氧木脂烷-7′-烯-9′-O-β-D-吡喃葡萄糖苷(2),(+)-(7S,8S)-3,5-二甲氧基-4-羟基苯基丙三醇-8-O-β-D-吡喃葡萄糖苷(3),(+)-(7S,8S)-3-甲氧基-4-羟基苯基丙三醇-8-O-β-D-吡喃葡萄糖苷(4),(-)-(7S,8S)-4,7,9,9′-四羟基-3,3′-二甲氧基-8,4′-氧木脂烷-7-O-β-D-吡喃葡萄糖苷(5),(-)-(7R,8S)-4,7,9,9′-四羟基-3,3′-二甲氧基-8,4′-氧木脂素-4-O-β-D-吡喃葡萄糖苷(6),(-)-(2R)-1-O-β-D-吡喃葡萄糖基-2-{2-甲氧基-4-[1-(E)-丙烯-3-醇]苯氧基}丙烷-3-醇(7),(-)-(2R)-1-O-β-D-吡喃葡萄糖基-2-{2,6-二甲氧基-4-[1-(E)-丙烯3-醇]苯氧基}丙烷-3-醇(8),丁香脂素双葡萄糖苷(9),(-)-(7S,8R)-3-甲氧基-4-羟基苯基丙三醇-9-O-β-D-吡喃葡萄糖苷(10),(-)-(7R,8R)-3-甲氧基-4-羟基苯基丙三醇-9-O-β-D-吡喃葡萄糖苷(11),(-)-(7R,8R)-3,5-二甲氧基-4-羟基苯基丙三醇-9-O-β-D-吡喃葡萄糖苷(12),(-)-(7R,8R)-3-甲氧基-4-羟基苯基丙三醇-7-O-β-D-吡喃葡萄糖苷(13),11,13-二氢去酰基菜蓟苦素3-O-β-D-吡喃葡萄糖苷(14),獐牙菜苷(15),(-)-2-羟基-5-(2-羟乙基)苯基β-D-吡喃葡萄糖苷(16),(-)-(1′R)-1′-(3-羟基-4-甲氧基苯基)-乙烷-1′,2′-二醇-3-O-β-D-吡喃葡萄糖苷(17),(-)-4-羟基-3-甲氧基苯基-β-D-吡喃葡萄糖苷(18),(-)-3,5-二甲氧基-4-羟基苯基β-D-吡喃葡萄糖苷(19),(-)-3-羟基-1-(4-羟基-3-甲氧基苯基)-1-丙酮-3-O-β-D-吡喃葡萄糖苷(20),(-)-2-甲氧基-4-(1-丙酰基)苯基-β-D-吡喃葡萄糖苷(21),(-)-4-丙酰基-3,5-二甲氧基苯基β-D-吡喃葡萄糖苷(22),丁香酸β-D-吡喃葡萄糖酯(23),东莨菪内酯β-D-吡喃木糖基-(1→6)-β-D-吡喃葡萄糖苷(24)。结论:化合物1～24均为首次从薇花藤属植物中分离得到。

Objective： To investigate chemical constituents of Iodes cirrhosa.Method： Constituents were isolated by using a combination of various chromatographic techniques including column chromatography over silica gel,Sephadex LH-20,and C-18,as well as reversed-phase HPLC.Structures of the isolates were identified by spectroscopic and chemical methods.Result： Twenty-four compounds were obtained from a H2O-soluble portion of an ethanolic extract of the root of Iodes cirrhosa Turcz.Structures of the isolates were identified as（-）-（7R,8S,7′E）-4,7,9,9′-tetrahydroxy-3,3′-dimethoxy-8,4′-oxyneolign-7′-ene-9′-O-β-D-glucopyra-noside（1）,（-）-（7S,8S,7′E）-4,7,9,9′-tetrahydroxy-3,3′-dimethoxy-8,4′-oxyneolign-7′-ene-9′-O-β-D-glucopyranoside（2）,（＋）-（7S,8S）-syringylglycerol 8-O-β-D-glucopyranoside（3）,（＋）-（7S,8S）-guaiacylglycerol 8-O-β-D-glucopyranoside（4）,（-）-（7S,8S）-4,7,9,9′-tetrahydroxy-3,3′-dimethoxy-8,4′-oxyneolignan-7-O-β-D-glucopyranoside（5）,（-）-alaschanisoside A（6）,（-）-（2R）-1-O-β-D-glucopyranosyl-2-{2-methoxy-4-[1-（E）-propen-3-ol]phenoxyl}propane-3-ol（7）,（-）-（2R）-1-O-β-D-glucopyranosyl-2-{2,6-dimethoxy-4-[1-（E）-propen-3-ol]phenoxyl}propane-3-ol（8）,（-）-liriodendrin（9）,（-）-（7S,8R）-guaiacylglycerol 9-O-β-D-glucopyranoside（10）,（-）-（7R,8R）-guaiacylglycerol 9-O-β-D-glucopyranoside（11）,（-）-（7R,8R）-syringylglycerol 9-O-β-D-glucopyranoside（12）,（-）-（7R,8R）-guaiacylglycerol 7-O-β-D-glucopyranoside（13）,（-）-11,13-dihydrodeacylcynaropicrin 3-O-β-D-glucopyranoside（14）,（-）-sweroside（15）,（-）-2-hydroxy-5-（2-hydroxyethyl）phenyl β-D-glucopyranoside（16）,（-）-（1′R）-1′-（3-hydroxy-4-methoxyphenyl）ethane-1′,2′-diol-3-O-β-D-glucopyranoside（17）,（-）-tachioside（18）,（-）-3,5-dimethoxy-4-hydroxyphenyl β-D-glucopyranoside（19）,（-）-3-hydroxy-1-（4-hydroxy-3-methoxyphenyl）-1-propanone-3-O-β-D-glucopy ranoside（20）,（-）-2-methoxy-4-（1-propionyl）phenyl β-D-glucopyranoside（21）,（-）-4-propionyl-3,5-dimethoxyphenyl β-D-glucopyranoside（22）,erigeside C（23）,and scopoletin β-D-xylopyranosyl-（1→6）-β-D-glucopyranoside（24）.Conclusion： Compounds 1-24 were obtained from the genus for the first time.