雷公藤内酯甲的制备和晶体结构  

Crystal Structure and Preparation of Wilforlide A

作　　者：李良学[1] 刘继德[1] 尹业高[1] 谌了容[2] 苏洪英[2] 

机构地区：[1]荆州师范学院化学系,荆州434104 [2]武汉大学化学与环境科学系,武汉430072

出　　处：《高等学校化学学报》2001年第4期573-576,共4页Chemical Journal of Chinese Universities

摘　　要：从雷公藤 (Tripterygium wilfordii H ook. F.)根心部分的乙醇提取液中 ,采用硅胶柱色谱法和 TLC方法得到纯的雷公藤内酯甲 (Wilforlide A) .用 IR,1H NMR和元素分析表征 ,并测定其单晶结构 .化合物分子式为 C3 0 H4 6O3 ,Mr=4 54.70 ,晶体属正交晶系 ,P2 12 12 1空间群 ,晶胞参数 :a=0 .73 2 (4 ) nm,b=1 .2 83 (7) nm,c=2 .693 (6) nm,V=2 .53 2 7nm3 ,Z=4 ,Dc=1 .1 92 g· cm-3 ,μ(Mo Kα) =0 .695cm-1,F(0 0 0 ) =1 1 0 7,R=0 .0 3 9,RW=0 .0 4 4,分子为五环三萜 γ-内酯 .分子中 C2 2— C2 3为烯键 ,C1 1连有羟基 ,C3 3 _ O3为羰基 ,整个分子呈起伏状 ,不在同一平面内 .从 AM1计算结果可以看出 ,仲羟基中的 O1及 γ-内酯中的 O3原子净电荷大 ,致使分子极性较大 ,易在 O1和 O3部位发生亲核反应和氧化还原反应 。A pure wilforlide A was separated from the ethanolic extract of tripterygium wilfordii Hook. F. root. The compound was characterized by IR, 1H NMR and microanalysis. Its crystal structure was also determined by X ray crystallography. The title compound is formulated as C 30 H 46 O 3 with formulae weight M r=454\^70. Its crystal belongs to orthorhombic system with P 2 12 12 1 space group. The crystal cell parameters are a =0\^732(4) nm, b =1\^283(7) nm, c =2\^693(6) nm; V =2\^532 7 nm 3, Z =4, D c=1\^192 g·cm -3 , μ (Mo Kα )=0\^695 cm -1 , F (000) =1 107. The final R =0\^039, R W=0\^044. The title compound is a five membered ring terpene, whole skeleton of molecule stretches folded. The results of AM1 calculation shows that the molecule is polar and reactive to the nucleophilic and redox reactions.

关 键 词：雷公藤内酯甲 制备 晶体结构 天然药物 提取 分离 反应活性 

分 类 号：R284.2[医药卫生—中药学]