A Novel Approach to the Pyridoacridine Ring System: Synthesis of the Topoisomerase Inhibitor 13-Deazaascididemin

作者：Raeder Stephan; Bracher Franz^*

来源：Archiv der Pharmazie, 2012, 345(10): 822-826.

DOI：10.1002/ardp.201200019

• Alkaloids
• Annulation
• Cyclization
• Homolytic acylation
• Pyridoacridines

A novel approach to the pyridoacridine ring system of the ascididemin-type marine alkaloids is presented. This approach allows for the introduction of the ring A of the alkaloids by using a simple aromatic aldehyde building block. The viability of this approach is demonstrated with the synthesis of AK37, a bioactive deaza analogue of the alkaloid ascididemin. Starting from 3-cyano-4-methylquinoline, a sequence of regioselective homolytic benzoylation, annulation of a bromopyridine ring, and radical cyclization leads to the pentacyclic ring system.

• 出版日期2012-10