State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.
J Agric Food Chem. 2013 Mar 6;61(9):2171-82. doi: 10.1021/jf3049774. Epub 2013 Feb 20.
Seven new prieurianin-type limonoids, aphapolynins C-I (1-7), and a new aphanamolide-type limonoid, aphanamolide B (8), along with seventeen known compounds, were isolated from the fruits of Aphanamixis polystachya. The structures of these compounds were established on the basis of spectroscopic studies. The absolute configurations were determined by combination of electronic circular dichroism (ECD) calculation, CD exciton chirality method, and single crystal X-ray diffraction. All these isolates were evaluated for their cytotoxicities against three human cancer cell lines, for their inhibitory effects on lipopolysaccharide (LPS) induced RAW264.7 murine macrophages, and for their fungicidal, herbicidal, and insecticidal activities. Compounds 1, 14, 16, and 17 exhibited significant fungicidal activities; 1 and 25 in particular showed good insecticidal activities. The α,β-unsaturated lactone and 14,15-epoxy ring moieties were essential for the insecticidal activity.
从密花八角的果实中分离得到了七个新的普里欧林型柠檬苦素，即阿法波林因 C-I（1-7），以及一个新的阿法阿南莫利德型柠檬苦素，即阿法阿南莫利德 B（8），此外还有十七个已知化合物。这些化合物的结构是基于光谱研究确定的。绝对构型通过电子圆二色性（ECD）计算、CD 激子手性法和单晶 X 射线衍射的组合来确定。所有这些分离物都进行了评估，以测试它们对三种人癌细胞系的细胞毒性、对脂多糖（LPS）诱导的 RAW264.7 鼠巨噬细胞的抑制作用，以及它们的杀菌、除草和杀虫活性。化合物 1、14、16 和 17 表现出显著的杀菌活性；特别是 1 和 25 表现出良好的杀虫活性。α，β-不饱和内酯和 14，15-环氧环部分对于杀虫活性是必需的。
