Corrêa Rodrigo S, Coelho Carla P, dos Santos Marcelo H, Ellena Javier, Doriguetto Antônio C
Instituto de Física de São Carlos, Universidade de São Paulo, 13560-970, São Carlos, SP, Brazil.
Acta Crystallogr C. 2009 Mar;65(Pt 3):o97-9. doi: 10.1107/S0108270109004910. Epub 2009 Feb 21.
The title compound [systematic name: 3beta-lup-20(29)-en-3-ol], C(30)H(50)O, was isolated from the leaves of Garcinia brasiliensis (common name: bacupari; a member of the Guttiferae family) and has been shown to have many useful medicinal and biological properties. The lupeol molecule consists of four six-membered rings (adopting chair conformations) and one five-membered ring (with an envelope conformation), all fused in trans fashion. Lupeol is isomorphic with the pentacyclic triterpene 3beta,30-dihydroxylup-20(29)-ene, which differs from lupeol due to the presence of an additional hydroxy group. The crystal packing is stabilized by van der Waals interactions and intermolecular O-H...O hydrogen bonds, giving rise to an infinite helical chain along the c axis.
标题化合物[系统名称：3β-羽扇-20(29)-烯-3-醇]，化学式为C(30)H(50)O，是从巴西藤黄（俗称：巴库帕里；藤黄科成员）的叶子中分离得到的，已被证明具有许多有益的药用和生物学特性。羽扇豆醇分子由四个六元环（呈椅式构象）和一个五元环（呈信封式构象）组成，所有环均以反式稠合。羽扇豆醇与五环三萜3β,30-二羟基羽扇-20(29)-烯同构，后者因存在一个额外的羟基而与羽扇豆醇不同。晶体堆积通过范德华相互作用和分子间O-H...O氢键得以稳定，从而沿c轴形成无限螺旋链。
