Angiogenesis-Inhibitory Piperidine Alkaloids from the Leaves of Microcos paniculata

Eight new 2,6-disubstituted piperidin-3-ol
alkaloids (1–8), featuring a C10 unsaturated alkyl
side chain, together with three previously reported analogues (9–11) were isolated from the leaves of
medicinal plant Microcos paniculata. Their structures and absolute configurations were elucidated unambiguously
by means of 1D and 2D NMR spectroscopic data analysis, modified Mosher’s
method, Snatzke’s method, and quantum chemical electronic circular
dichroism (ECD) calculations, as well as single-crystal X-ray crystallography.
The isolates were evaluated for their antiangiogenic effects on human
umbilical vein endothelial cells (HUVECs). Compound 2 displayed an inhibitory effect on tube formation of HUVECs in a
concentration-dependent manner.

从药用植物布渣叶（Microcos paniculata）的叶片中分离得到8个全新的2,6-二取代哌啶-3-醇类生物碱（1~8），此类化合物均带有C10不饱和烷基侧链，同时还分离得到3个已有文献报道的类似物（9~11）。研究人员通过一维、二维核磁共振（NMR）光谱数据分析、改良莫斯杰（Mosher）法、斯纳茨克（Snatzke）法、量子化学电子圆二色性（ECD）计算以及单晶X射线晶体衍射法，明确解析了所有化合物的结构与绝对构型。本研究对分离得到的所有化合物进行了人脐静脉内皮细胞（HUVECs）的抗血管生成活性评价，结果显示化合物2对人脐静脉内皮细胞的管腔形成具有浓度依赖性的抑制作用。