Gas chromatographic analysis of dimethyltryptamine and beta-carboline alkaloids in ayahuasca, an Amazonian psychoactive plant beverages
The authors developed and validated a simple gas chromatographic method (solid‑phase C18 extraction, N/P detection) for simultaneous quantification of N,N‑dimethyltryptamine and the main β‑carbolines in ayahuasca, with an LLOQ of 0.02 mg/mL, linearity to 4.0 mg/mL (r2>0.99) and RSD <10%. The assay permits reliable estimation of administered doses in animals and humans for subsequent pharmacological and toxicological studies.
Authors
- Mariana Yonamine
Published
Abstract
Introduction
Ayahuasca is obtained by infusing the pounded stems of Banisteriopsis caapi in combination with the leaves of Psychotria viridis. P. viridis is rich in the psychedelic indole N,N‐dimethyltryptamine, whereas B. caapi contains substantial amounts of β‐carboline alkaloids, mainly harmine, harmaline and tetrahydroharmine, which are monoamine‐oxidase inhibitors. Because of differences in composition in ayahuasca preparations, a method to measure their main active constituents is needed.
Objective
To develop a gas chromatographic method for the simultaneous determination of dimethyltryptamine and the main β‐carbolines found in ayahuasca preparations.MethodologyThe alkaloids were extracted by means of solid phase extraction (C18) and detected by gas chromatography with nitrogen/phosphorous detector.
Results
The lower limit of quantification (LLOQ) was 0.02 mg/mL for all analytes. The calibration curves were linear over a concentration range of 0.02–4.0 mg/mL (r2 > 0.99). The method was also precise (RSD < 10%).
Conclusion
A simple gas chromatographic method to determine the main alkaloids found in ayahuasca was developed and validated. The method can be useful to estimate administered doses in animals and humans for further pharmacological and toxicological investigations of ayahuasca. Copyright © 2009 John Wiley & Sons, Ltd.
Research Summary of 'Gas chromatographic analysis of dimethyltryptamine and beta-carboline alkaloids in ayahuasca, an Amazonian psychoactive plant beverages'
Introduction
Ayahuasca is a traditional Amazonian psychoactive tea prepared from Banisteriopsis caapi and Psychotria viridis. Psychotria viridis is a source of the psychedelic indole N,N-dimethyltryptamine (DMT), while B. caapi supplies β-carboline alkaloids (primarily harmine, harmaline and tetrahydroharmine) that act as monoamine‑oxidase (MAO) inhibitors. Because peripheral MAO normally inactivates orally ingested DMT, the β‑carbolines permit oral activity by inhibiting MAO; this synergistic combination underlies ayahuasca’s psychotropic effects. Use of the beverage has extended from indigenous ritual contexts into organised religious groups in Brazil and to communities outside South America, prompting growing pharmacological and toxicological interest. Paula and colleagues note that previous analyses often quantified DMT and β‑carbolines by separate techniques (commonly GC-NPD for DMT and HPLC for β‑carbolines), and that reports of simultaneous determination are limited and not widely standardised. The study therefore set out to develop and validate a single analytical method capable of simultaneous extraction and measurement of DMT plus the principal β‑carbolines in ayahuasca preparations, using solid‑phase extraction (C18) followed by gas chromatography with a nitrogen‑phosphorus detector (GC‑NPD). The authors position this as a practical tool for estimating administered doses in animal and human studies for subsequent pharmacological and toxicological work.
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Study Details
- Study Typeindividual
- Journal
- Compounds
- Author
- APA Citation
Pires, A. P. S., De Oliveira, C. D. R., Moura, S., Dörr, F. A., Silva, W. A. E., & Yonamine, M. (2009). Gas chromatographic analysis of dimethyltryptamine and beta-carboline alkaloids in ayahuasca, an Amazonian psychoactive plant beverages. Phytochemical Analysis, 20(2), 149-153. https://doi.org/10.1002/pca.1110
References (4)
Papers cited by this study that are also in Blossom
Gable, R. S. · Addiction (2006)
McKenna, D. · ACS Chemical Neuroscience (2004)
Riba, J., Barbanoj, M. J. · Journal of Psychoactive Drugs (2005)
Riba, J., Urbano, G., Morte, A. et al. · Psychopharmacology (2001)
Cited By (4)
Papers in Blossom that reference this study
Apud, I., Scuro, J., Rodríguez, L. et al. · Journal of Psychoactive Drugs (2023)
Rodriguez, L., Lopez, A., Moyna, G. et al. · ACS Omega (2022)
Berro, L. F., Marinho, E. A. V., Cata-Preta, E. G. et al. · Frontiers in Pharmacology (2018)
Favaro, V. M., Yonamine, M., Soares, J. C. K. et al. · PLOS ONE (2015)
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