海洋生物碱Mansouramycins的吡咯[5,1-a]异喹啉类似物的合成

Synthesis of H-pyrazolo[5,1-a]isoquinoline Analogue of Marine Alkaloid Mansouramycins

为了研究具有抗肿瘤活性的海洋生物碱Mansouramycins类化合物的构效关系,设计了具有吡咯[5,1-a]异喹啉结构的Mansouramycin类似物7.以2,5-二羟基苯甲醛为原料,经过溴代、MOM保护、Sonogashira反应、银催化的内环化反应、氧化成醌、Michael加成甲胺化等6步反应得到目标化合物7,总产率为17%.采用核磁共振氢谱、碳谱和高分辨质谱等方法对目标化合物进行了结构确证.

To fully understand the structure activity relationships of antitumoral marine alkaloid Mansouramycins, a h- pyrazolo [ 5, 1- a ] isoquinoline 7 as their analogue was designed. The compound was synthesized from 2, 5-dihydroxybenzaldehyde under bromination reaction, MOM protection, Sonogashira reaction, intramolecular cyclization,oxidation reaction, and Michael addition in six steps at gross production rate of 17%. The structure of compound 7was confirmed by HRMS,1H NMR and13 C NMR.