Bioactive Diterpenoids from the Leaves of Callicarpa macrophylla

A phytochemical investigation of
the leaves of Callicarpa
macrophylla led to the isolation of five new diterpenoids
(1–5), macrophypenes A–E,
and nine known analogues (6–14).
The structures of 1–5 were established
on the basis of extensive analysis of NMR spectroscopic data, X-ray
diffraction data, and experimental and calculated electronic circular
dichroism spectra. Compound 1 is a spiroditerpenoid with
a novel skeleton, and compound 5 is a rare ent-abietane diterpenoid possessing a peroxide bridge. Compounds 1, 5–7, and 11–14 stimulate nerve growth factor mediated neurite
outgrowth from PC12 cells.

针对大叶紫珠（Callicarpa macrophylla）叶片的植物化学研究，成功分离得到5个新二萜类化合物（diterpenoids，编号1~5，命名为macrophypenes A~E）与9个已知类似物（6~14）。通过对核磁共振波谱（NMR）数据、X射线衍射数据以及实验与计算得到的电子圆二色谱（electronic circular dichroism, ECD）数据进行全面解析，确定了化合物1~5的化学结构。其中化合物1为具有全新骨架的螺环二萜（spiroditerpenoid），化合物5则是一种罕见的带有过氧桥键的对映-松香烷（ent-abietane）型二萜。化合物1、5~7及11~14可促进神经生长因子（NGF）介导的PC12细胞神经突起生长。