LC-MS/MS quantitative determination of Tetrapterys mucronata alkaloids, a plant occasionally used in ayahuasca preparation.
M M F Queiroz, G Marti, E F Queiroz, L Marcourt, I Castro-Gamboa, V S Bolzani, J-L Wolfender
Phytochemical analysis : PCA 2015 DOI: 10.1002/pca.2548 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Quantitative analysis Peer reviewed |
|---|---|
| Population | Stem bark of Tetrapterys mucronata |
| Topics | Ayahuasca |
| Keywords | 5-methoxy-bufotenine Hplc-esi/ms/ms quantitation Phytochemistry: chemical profile Potent compounds Bark extracts Ayahuasca-mimicking decoctions Psychoactive compounds: bufotenine Tetrapterys mucronata: malpighiaceae Plant |
| Citations | 11 |
| Key points | The bark of Tetrapterys mucronata contains substantial levels of bufotenine and 5-methoxy-bufotenine, suggesting that its use in ayahuasca preparations may present a risk to consumers. |
Abstract
Tetrapterys mucronata Cav. (Malpighiaceae) is a plant used in some regions of Brazil in the preparation of ayahuasca. To 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. Four 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. Exhaustive extraction of the stem barks with ethanol revealed the following alkaloid levels: bufotenine (1) 3.26 ± 0.31 mg/g, 5-methoxy-N-methyltryptamine (2) 0.88 ± 0.08 mg/g, 5-methoxy-bufotenine (3) 3.07 ± 0.22 mg/g and 2-methyl-6-methoxy-1,2,3,4-tetrahydro-β-carboline (4) 0.14 ± 0.004 mg/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 ± 0.01 mg/g for (1), (2), (3) and (4) respectively. The 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.