Hernández-Hernández Juan D, García-Gutiérrez Hugo A, Román-Marín Luisa U, Torres-Blanco Yunuen I, Cerda-García-Rojas Carlos M, Joseph-Nathan Pedro
Nat Prod Commun. 2014 Sep;9(9):1249-52.
The stems of Bursera multijuga afforded (-)-(1S,3E,7R,8R,11E)-7,8-epoxycembra-3,11-dien-1-ol (1) and its acetate 2, together with cembrene A (3), nephthenol (4), and cembrenol (5). The structures of 1 and 2 were elucidated by 1D and 2D NMR, HRESIMS, and X-ray diffraction. The conformational preference of flexible 1 was studied by molecular modeling at the DFT B3LYP/DGDZVP level of theory. Good agreement between calculated and experimental vibrational circular dichroism curves established the absolute configuration of 1. This is the first time that cembrane derivatives have been isolated from the genus Bursera.
多裂布瑟拉树的茎中含有(-)-(1S,3E,7R,8R,11E)-7,8-环氧西柏-3,11-二烯-1-醇(1)及其乙酸酯2，以及西柏烯A(3)、环戊烷醇(4)和西柏烷醇(5)。通过一维和二维核磁共振、高分辨电喷雾电离质谱和X射线衍射对1和2的结构进行了阐明。在密度泛函理论的DFT B3LYP/DGDZVP水平上，通过分子模拟研究了柔性化合物1的构象偏好。计算得到的振动圆二色性曲线与实验曲线吻合良好，确定了1的绝对构型。这是首次从布瑟拉属植物中分离得到西柏烷类衍生物。
