Shirota Osamu, Hakamata Wataru, Goda Yukihiro
Division of Pharmacognosy, Phytochemistry and Narcotics, and Division of Organic Chemistry, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501, Japan.
J Nat Prod. 2003 Jun;66(6):885-7. doi: 10.1021/np030059u.
The concise large-scale syntheses of psilocin (1) and psilocybin (2), the principal hallucinogenic constituents of "magic mushroom", were achieved without chromatographic purification. The key step in the synthesis of 2 was the isolation of the dibenzyl-protected intermediate (7) as a zwitterionic derivative (8), which was completely identified by means of 2D NMR analyses.
实现了对裸盖菇素(1)和裸盖菇碱(2)这两种“神奇蘑菇”主要致幻成分的简洁大规模合成,且无需色谱纯化。合成2的关键步骤是将二苄基保护的中间体(7)分离为两性离子衍生物(8),通过二维核磁共振分析对其进行了完全鉴定。