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(Referência obtida automaticamente do Web of Science, por meio da informação sobre o financiamento pela FAPESP e o número do processo correspondente, incluída na publicação pelos autores.)

LC-MS/MS Quantitative Determination of Tetrapterys mucronata Alkaloids, a Plant Occasionally used in Ayahuasca Preparation

Texto completo
Autor(es):
Queiroz, M. M. F. [1] ; Marti, G. [2] ; Queiroz, E. F. [2] ; Marcourt, L. [2] ; Castro-Gamboa, I. [1] ; Bolzani, V. S. [1] ; Wolfender, J. -L. [1]
Número total de Autores: 7
Afiliação do(s) autor(es):
[1] Univ Estadual Paulista UNESP, Inst Quim, Nucleo Bioensaios Biossintese & Ecofisiol Prod Na, Sao Paulo - Brazil
[2] Univ Lausanne, Univ Geneva, Sch Pharmaceut Sci Phytochem & Bioact Nat Prod, CH-1211 Geneva 4 - Switzerland
Número total de Afiliações: 2
Tipo de documento: Artigo Científico
Fonte: Phytochemical Analysis; v. 26, n. 3, p. 183-188, MAY-JUN 2015.
Citações Web of Science: 8
Resumo

IntroductionTetrapterys mucronata Cav. (Malpighiaceae) is a plant used in some regions of Brazil in the preparation of ayahuasca. ObjectiveTo determine the content of the main tryptamine alkaloids in the stem bark of T. mucronata Cav. and assess their possible toxic and hallucinogenic properties based on the doses found in a water decoction that mimics the ayahuasca preparation. MethodsFour alkaloids previously described for their toxic and hallucinogenic properties were quantitated by multiple reaction monitoring HPLC combined with electrospray ionisation and tandem MS (HPLC-ESI/MS/MS) in the water decoction and ethanolic extracts from the bark of T. mucronata. ResultsExhaustive extraction of the stem barks with ethanol revealed the following alkaloid levels: bufotenine (1) 3.260.31mg/g, 5-methoxy-N-methyltryptamine (2) 0.880.08mg/g, 5-methoxy-bufotenine (3) 3.07 +/- 0.22mg/g and 2-methyl-6-methoxy-1,2,3,4-tetrahydro--carboline (4) 0.14 +/- 0.004mg/g. The water decoction presented slightly lower levels, ranging between 2.32 +/- 0.14, 0.50 +/- 0.04, 1.53 +/- 0.09 and 0.10 +/- 0.01mg/g for (1), (2), (3) and (4) respectively. ConclusionsThe HPLC-ESI/MS/MS quantitation revealed significant alkaloid levels, in particular for bufotenine and 5-methoxy-bufotenine. As such compounds are known for their toxic and hallucinogenic properties, these results indicate that the consumption of this plant as an ingredient in ayahuasca preparations may present a risk to consumers. Copyright (c) 2015 John Wiley \& Sons, Ltd. Tetrapterys mucronata Cav. (Malpighiaceae) is a plant occasionally used in some regions of Brazil in the preparation of ayahuasca. The water extract contains four known hallucinogenic alkaloids that have been quantitated by Multiple Reaction Monitoring HPLC-ESI-MS/MS. The quantitation revealed significant alkaloid levels in particular for bufotenine and 5-methoxy-bufotenine. Since such compounds are known for their toxic and hallucinogenic properties, these results indicate that the consumption of this plant as an ingredient in ayahuasca preparations may present a risk to consumers. (AU)

Processo FAPESP: 10/09780-0 - Uso da espectrometria de massas e da ressonância magnética nuclear para avaliação metabolômica & identificação de protótipos inibidores de AChE em Banisteriopsis variabilis(B. Gates)- Malpighiaceae
Beneficiário:Marcos Marçal Ferreira Queiroz
Linha de fomento: Bolsas no Brasil - Doutorado