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中药天葵子化学成分的研究

Studies on Chemical Constituents of Semiaquilegia Adoxoides

【作者】 张贞霞

【导师】 苏艳芳;

【作者基本信息】 天津大学 , 药物分析, 2004, 硕士

【摘要】 天葵子为毛茛科(Ranunculaceae)天葵属(Semiaquilegia)植物天葵(Semiaquilegia adoxoides( DC.) makino.)的干燥块根,是我国药典(2000版)收载的中药品种。天葵子味甘、苦,性寒,有小毒,具清热解毒,消肿散结之功效,民间用于治疗瘰疬、臃肿、疔疮、跌打损伤、毒蛇咬伤等症,临床用于治疗急性软组织损伤及骨关节结核等,含天葵子的中药复方制剂主治急性乳腺炎、子宫肌瘤、原发性肝癌、胃癌等。迄今对天葵子化学成分和生物活性方面的研究报道甚少,因此,我们对天葵子化学成分进行了较为系统的研究。利用溶剂萃取、重结晶、各种色谱分离方法等从天葵子95%乙醇提取物中分离得到10个化合物,利用化学方法和多种光谱和波谱技术(IR、HR-MS、FAB-MS、1HNMR、13CNMR、DEPT、1H-1HCOSY、HSQC、HMBC)鉴定了其中8个化合物。包括β-谷甾醇(SAP-1),正三十烷醇(SAP-2),唐松草酚定(SAB30-1),一个硝基酚苷类化合物:4-hydroxy-1-(2-nitroethyl) benzene-4-O-(6’-O-β-D-xylopyranosyl)-β-D-glucopyranoside( SAB30-2),正丁基-β-D-呋喃型果糖苷( SAB30-3),正丁基-α-D-呋喃型果糖苷(SAB30-4),一个γ-氰苷类化合物:2-(β-D-glucopyranosyloxy)-4-hydroxy-benzeneacetonitrile(SAB30-5)及果糖(SAB30-6)。其中化合物SAB30-2(硝基酚类苷化合物)和SAB30-5(γ-氰苷类化合物)为2个结构新颖的天然化合物。我们在查阅大量相关文献的基础上,对两个新化合物的结构进行了鉴定,这2个新结构的化合物在天然产物中都不常见:在自然界中,分布十分广泛的氰苷主要是α-氰苷类化合物,γ-氰苷在天然产物中很少见;天然产物中含硝基的芳香族化合物也极少见。化合物SAP-2,SAB30-1,SAB30-3,SAB30-4是首次从耧斗菜族植物中分离得到。化合物SAP-2, SAB30-1, SAB30-3, SAB30-4, SAB30-6是首次从天葵子中分离得到,同时也是首次从天葵属植物中分离得到。同时,本论文对国内外耧斗菜族植物的化学成分研究概况进行了综述,对其资源分布,利用及民间疗效进行了整理,为开发该族药用植物资源提供参考。

【Abstract】 The dried roots of Semiaquilegia adoxoides (DC.) Makino(Ranunculaceae) (Chinese name “Tian-Kui-Zi”) were reported in ChinesePharmacopoeia as a traditional Chinese medicine for several symptoms.The roots have often been used for the treatment of tonsillitis, mastitis,scrofula and cancer since they are believed to possess antibacterial,anti-inflammatory and antineoplastic activities. However, phytochemicalstudies have been rarely conducted on Semiaquilegia probably due to thefact that it consists of only one member. Moreover, only six knowncompounds including β-sitosterol, diosgenin, griffonilide,lithospermoside, magnoflorine and one flavonoid glycoside(semiaquilinoside) were identified from the roots and aerial parts of thetitle plant.Phytochemical investigation of S. adoxoides was initiated in view ofits common usage reported in traditional Chinese medicine and itsscarcity of previous phytochemical studies. Fractionation of an ethanolextract from the roots of this plant led to the isolation and identificationof ten compounds by solvent extraction, re-crystallization and repeatedsilica gel column chromatography. On the basis of various modernspectral analysis(IR、HR-MS、FAB-MS、1HNMR、13CNMR、DEPT、~1H-~1HCOSY、 HSQC、 HMQC、 HMBC) and acid analysis, the structuresof eight compounds were identified as β-sitosterol (SAP-1), triacontanol(SAP-2), thalifendine (SAB30-1), 4-hydroxy-1-(2-nitroethyl)benzene-4-O-(6′-O-β-D-xylopyranosyl)-β-D-glucopyranoside(SAB30-2),n-butyl-β-D-fructofuranoside(SAB30-3), n-butyl-α-D-fructofuranoside(SAB30-4),2-(β-D-glucopyranosyloxy)-4-hydroxy-benzeneacetonitrile(SAB30-5)and fructose(SAB30-6).Compounds SAB30-2 and SAB30-5 are two novel compounds. Toour best knowledge, natural products with a nitro group are rare and thereare few examples of γ-hydroxynitrile glycosides reported in naturalproduct research since most identified cyanogenic glycosides are those ofα-hydroxynitrile and β-linked with D-glucose. compounds SAP-2,SAB30-1, SAB30-3, SAB30-4 wer e is ol ate d fr om Aquilegia forthe first time. Compounds S AP-2, S A B 30-1 , S AB 30-3 , S AB3 0-4 ,S AB3 0-6 were first obtained from Semiaquilegia genus andSemiaquilegia adoxoides.In this thesis, we also present a review on the chemical and bioactivestudies of Aquilegia.

  • 【网络出版投稿人】 天津大学
  • 【网络出版年期】2006年 07期
  • 【分类号】R284
  • 【被引频次】5
  • 【下载频次】515
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