Pässler Ulrike, Knölker Hans-Joachim
Department Chemie, Technische Universität Dresden, Dresden, Germany.
Alkaloids Chem Biol. 2011;70:79-151. doi: 10.1016/b978-0-12-391426-2.00002-5.
The present chapter describes isolation, biogenetic proposals, and syntheses of the natural products 1-4 and 10-11 with a pyrrolo[2,1-a]-isoquinoline framework. Moreover, the syntheses of some structural analogs are discussed. The pyrrolo[2,1-a]isoquinolines are of interest due to their promising biological activities. For crispine A (1), many total syntheses have been reported and for trolline (3), only three. Only one total synthesis has been reported for each of the following natural products: peyoglutam (10), mescalotam (11), and the antitumor active crispine B (2). Some of the pyrrolo[2,1-a]isoquinoline alkaloids have not been synthesized yet. The following three tables summarize the synthetic efforts toward crispine A (1) (Table 1: racemic syntheses; Table 2: enantioselective syntheses) and trolline (3) (Table 3).
本章描述了具有吡咯并[2,1-a]异喹啉骨架的天然产物1-4和10-11的分离、生源合成及全合成。此外,还讨论了一些结构类似物的合成。吡咯并[2,1-a]异喹啉因其具有潜在的生物活性而备受关注。对于crispine A(1),已报道了许多全合成方法;对于trolline(3),仅报道了三种。以下天然产物中每种仅报道了一种全合成方法:peyoglutam(10)、mescalotam(11)以及具有抗肿瘤活性的crispine B(2)。一些吡咯并[2,1-a]异喹啉生物碱尚未合成。以下三个表格总结了针对crispine A(1)(表1:外消旋体合成;表2:对映选择性合成)和trolline(3)(表3)的合成研究。