蝙蝠葛苏林(daurisoline,1)为一双苄基四氢异喹啉类生物碱,初步药理研究证明,1为较强的钙通道阻滞剂。 1的构型为(R,R),其它3种构型的异构体尚未在自然界发现。为揭示此生物碱立体构型与生物活性的关系,从而为其结构改造、优化提供依据,我们用苯乙腈、香草醛为起始原料经27步反应,合成了消旋中间体,并拆分得光学活性体,最后通过Ullmann反应,分别获得1及其3个光学异构体。后三者为首次合成。 Dabasol (daurisoline, 1) is a pair of benzyl tetrahydroisoquinoline alkaloids, preliminary pharmacological studies have shown that 1 is a strong calcium channel blocker. 1 is (R, R), the isomers of the other three configurations have not been found in nature. In order to reveal the relationship between the stereoconfiguration of this alkaloid and its biological activity, and to provide a basis for its structural transformation and optimization, we synthesized racemic intermediates by using 27 steps of phenylacetonitrile and vanillin as starting materials, Obtained optically active, and finally by Ullmann reaction, respectively 1 and 3 optical isomers. The first three after the synthesis.