雷公藤内酯甲的制备和晶体结构

从雷公藤(TripterygiumwilfordiiHook.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(WilforlideA).用IR,¹HNMR和元素分析表征,并测定其单晶结构.化合物分子式为C₃₀H₄₆O₃,M_r=454.70,晶体属正交晶系,P2₁2₁2₁空间群,晶胞参数:a=0.732(4)nm,b=1.283(7)nm,c=2.693(6)nm,V=2.5327nm₃,Z=4,D_c=1.192g·cm^-3,μ(MoKα)=0.695cm^-1,F(000)=1107,R=0.039,R_W=0.044,分子为五环三萜γ-内酯.分子中C22-C23为烯键,C11连有羟基,C33_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,显示分子的反应活性

Crystal Structure and Preparation of Wilforlide A

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 C30H46O3 with formulae weight Mr=454.70. Its crystal belongs to orthorhombic system with P212121 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 nm3, Z=4, Dc=1.192 g*cm-3, μ(Mo Kα)=0.695 cm-1, F(000)=1 107. The final R=0.039, RW=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.