【作者】 李春正；

【导师】 苏艳芳；

【作者基本信息】 天津大学 ， 药物分析， 2006， 硕士

【摘要】 豆科木蓝属多种植物的根,在我国陕西、河南、湖北、山西、安徽等省作为中药山豆根的伪品/代用品,俗称“木蓝山豆根”。本文对木蓝山豆根的主要来源植物之一——花木蓝Indigofera kirilowii Maxim. ex Palibin根的化学成分进行了系统的研究。实验采用溶剂萃取、反复硅胶柱层析、重结晶等方法,从花木蓝根的乙醇提取物中分离得到15个化合物。经理化常数测定及IR、1HNMR、13CNMR、DEPT、1H-1HCOSY、HSQC、HMBC、FAB-MS等波谱技术分析,并与标准品对照,鉴定了其中12个化合物的化学结构:分别为2-氧-丙烯酰基-3,6-二-氧-[3-硝基丙酰基]–α-D-葡萄吡喃糖(2-O-acryloyl-3,6-di-O-[3-nitro-propanoyl]-α-D-glucopyranose, IKrC-1)、corollin即2,3,6–三–氧–[3-硝基丙酰基]–α–D–葡萄吡喃糖(2,3,6-tri-O-[3-nitropropanoyl]-α-D-glucopyranose,IKrC-2)、2-氧-丙烯酰基-3,4,6-三-氧-[3-硝基丙酰基]–α-D-葡萄吡喃糖(2-O-acryloyl-3,4,6-tri-O-[3-nitropropanoyl]-α-D- glucopyranose,IKrC-3)、IKrC-4、β–谷甾醇(β–sitosterol,IKrC-5)、羽扇豆醇(lupeol, IKrC-6)、硝基丙酸乙酯(IKrC-8)、IKrC-9、白桦脂酸(betulinic acid,IKrC-10)、胡萝卜苷(daucosterol, IKrC-11a)、豆甾醇–3-O–葡萄糖苷(stigmasterol–3-O–glucopyranose,IKrC-11b)、2,3,4,6-四-氧-[3-硝基丙酰基]–α-D-葡萄吡喃糖(2,3,4,6-tetra-O-[3-nitropropanoyl]-α-D-glcopyranose, IKrC-12)。其中,化合物IKrC-3、IKrC-1、IKrC-4、IKrC-9为新化合物,IKrC-3和IKrC-1分别命名为Kirilowin A、B,化合物IKrC-2,IKrC-5,IKrC-6,IKrC-8,IKrC-10,IKrC-11,IKrC-12为首次从花木蓝中分离得到。本文还对国内外对山豆根的化学成分和药用研究以及木蓝属植物的资源、化学成分、应用等进行了综述;并对3-硝基丙酰基葡萄糖类化合物的结构特征、波谱规律、理化特征作了进一步的总结。更多还原

【Abstract】 The roots of Indigofera spp have been used as main substitutes for traditional Chinese drug“ShanDouGen”in many provinces of China such as Shanxi, Henan, Hubei, Anhui and so on, usually called“Mu-Lan-Shan-Dou-Gen”.In this paper, we studied the chemical constitutes of the roots of Indigofera kirilowii Maxim. which is one of the main resources of“Mu-Lan-Shan-Dou-Gen”. Fifteen compounds were isolated and purified from the alcohol extracts by solvent extraction, silica gel column chromatography and re-crystallization. On the basis of various modern spectral analysis(IR、FAB-MS、1HNMR、13CNMR、DEPT、~1H-~1HCOSY、HSQC、HMBC)and classical chemical methods, the structures of 12 compounds were elucidated as 2-O-acryloyl-3,6-di-O-[3-nitropropanoyl]-α-D- glucopyranose (IKrC-1),corollin (IKrC-2), 2-O-acryloyl-3,4,6-tri-O-[3-nitropropan- oyl]-α-D-glucopyranose (IKrC-3), 3-O-acryloyl-2,6-di-O-[3-nitropropanoyl]-α-D- glucopyranose (IKrC-4),β–sitosterol (IKrC-5), lupeol (IKrC-6), 3-nitropropionic acid (IKrC-8), 4-O-acryloyl-2,3, 6-tri-O-[3-nitropropanoyl]-α-D-glucopyranose (IKrC-9), betulinic acid (IKrC-10), daucosterol (IKrC-11a), stigmasterol–3-O– glucopyranoside(IKrC-11b), 2,3,4,6-tetra-O-[3-nitropropanoyl]-α-D-glcopyranose (IKrC-12). Among these compounds, IKrC-3 (kirilowin A), IKrC-1 (kirilowin B), IKrC-4, and IKrC-9 were new compounds, and the other compounds were reported from I. kirilowii for the first time.We also summarized the chemical and bioactive studies on Shan- Dou-Gen and Indigofera spp. Meanwhile, the structures, NMR spectroscopic characteristics and physico-chemical properties of 3-nitropropanoyl glucopyranoses were summarized.更多还原