2015/04/01 by Leandro A. Moreira, Maria Márcia Murta, Claudia C. Gatto +2 · 1 citation
Medicine · Chemistry · Pharmacology, Toxicology and Pharmaceutics · #Cholinesterase and Neurodegenerative Diseases #Chemical synthesis and alkaloids #Alkaloids: synthesis and pharmacology
paper · pdf · doi:10.1177/1934578x1501000411
openalex publication_date 2015/04/01 · openalex created_date 2016/06/24 · openalex updated_date 2026/05/21
Bufotenine (1, 5-hydroxy-N,N-dimethyltryptamine) was isolated from seeds of Anadenanthera spp., a tree widespread in the Brazilian cerrado, using an efficient acid-base shakeout protocol. The conversion of bufotenine into N,N-dimethyltryptamine (4) and 5-methoxy-N,N-dimethyltryptamine (5) was accomplished through an innovative and short approach featuring the use of novel bufotenine-aminoborane complex (7). Furthermore, an easy methodology for conversion of bufotenine into 5-hydroxy-N,N,N-trimethyltryptamine (6) was well-established. This is the first study that highlights bufotenine as a resource for the production of N,N-dimethyltryptamines for either pharmacological and toxicological investigations or for synthetic purposes.