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Concise Synthesis of N, N-Dimethyltryptamine and 5-Methoxy-N, N-dimethyltryptamine Starting with Bufotenine from Brazilian Anadenanthera ssp

Moreira, Leandro A. et al.

Natural product communications. Volume 10:Issue 4 (2015) -- SAGE Publications

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  • Title:
    Concise Synthesis of N, N-Dimethyltryptamine and 5-Methoxy-N, N-dimethyltryptamine Starting with Bufotenine from Brazilian Anadenanthera ssp
  • Author: Moreira, Leandro A.;
    Murta, Maria M.;
    Gatto, Claudia C.;
    Fagg, Christopher W.;
    Santos, Maria L. dos
  • Found In: Natural product communications. Volume 10:Issue 4 (2015)
  • Journal Title: Natural product communications
  • Subjects: Biochemistry--Periodicals; Chemistry, Organic--Periodicals; Anandenanthera--Bufotenine--Bufotenine-aminoborane complex--Bufotenidine--N, N-Dimethytryptamine--5-Methoxy-N--N-dimethyltryptamine; Dewey: 547
  • Rights: legaldeposit
  • Publication Details: SAGE Publications
  • Abstract:

    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.


  • Identifier: System Number: LDEAvdc_100081284735.0x000001; Journal ISSN: 1934-578X; 10.1177/1934578X1501000411
  • Publication Date: 2015
  • Physical Description: Electronic
  • Shelfmark(s): ELD Digital store

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