论文部分内容阅读
月橘烯碱是从芸香科植物九里香根中分出的双吲哚生物碱。药理实验结果表明它具有抗着床和抗早孕的活性。本文报道其仿生合成:吲哚经3位醛基化、与丙酮缩合成化合物Ⅱ;将氮原子保护后进行wittig反应,脱保护基得到β-异戊二烯吲哚(Ⅴ);经分子间Diels-Alder加成反应得消旋月橘烯碱(Ⅵ)。
The monthly terpene base is a dindoline alkaloid that is separated from the roots of Rutaceae. Pharmacological results show that it has anti-implantation and anti-early pregnancy activity. In this paper, its biomimetic synthesis is reported: indole is alkylated at 3 positions and condensed with acetone to form compound II. Wittig reaction of the protected nitrogen atom followed by deprotection gives β-isoprenoid indole (V) Addition of Diels-Alder gave racemic terpene alkaloids (Ⅵ).