Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological Potential

Ayahuasca is a psychoactive infusion with a large pharmacological application normally prepared with <i>Banisteriopsis caapi</i>, which contains the monoamine oxidase inhibitors β-carbolines, and <i>Psichotria virids</i>, which contains the serotonin receptor agonist N,N dime...

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Main Authors: Beatriz Werneck Lopes Santos, Regina Célia de Oliveira, Julia Sonsin-Oliveira, Christopher William Fagg, José Beethoven Figueiredo Barbosa, Eloisa Dutra Caldas
Format: Article
Language:English
Published: MDPI AG 2020-07-01
Series:Plants
Subjects:
DMT
Online Access:https://www.mdpi.com/2223-7747/9/7/870
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spelling doaj-ce474cfff7894d41a3b68dda27717ee52020-11-25T03:47:51ZengMDPI AGPlants2223-77472020-07-01987087010.3390/plants9070870Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological PotentialBeatriz Werneck Lopes Santos0Regina Célia de Oliveira1Julia Sonsin-Oliveira2Christopher William Fagg3José Beethoven Figueiredo Barbosa4Eloisa Dutra Caldas5Laboratory of Toxicology, Department of Pharmacy, Faculty of Health Sciences, University of Brasilia, Brasilia-DF 70910-900, BrazilDepartment of Botany, Institute of Biology, University of Brasilia, Brasilia-DF 70910-900, BrazilDepartment of Botany, Institute of Biology, University of Brasilia, Brasilia-DF 70910-900, BrazilFaculty of Ceilândia, University of Brasilia, Brasilia-DF 72220-275, BrazilDepartment of Phytotechnology, Federal University of Roraima, Boa Vista-Roraima 69310-000, BrazilLaboratory of Toxicology, Department of Pharmacy, Faculty of Health Sciences, University of Brasilia, Brasilia-DF 70910-900, BrazilAyahuasca is a psychoactive infusion with a large pharmacological application normally prepared with <i>Banisteriopsis caapi</i>, which contains the monoamine oxidase inhibitors β-carbolines, and <i>Psichotria virids</i>, which contains the serotonin receptor agonist N,N dimethyltryptamine (DMT). The objectives of this study were to investigate the chemical profile of <i>B. caapi</i> and of ayahuasca collected in various Brazilian regions. In total, 176 plant lianas, of which 159 <i>B.</i> <i>caapi</i> and 33 ayahuasca samples were analyzed. Dried liana samples were powdered, extracted with methanol, diluted, and analyzed by LC-MS/MS. Ayahuasca samples were diluted and analyzed. Mean concentrations in <i>B. caapi</i> were 4.79 mg/g harmine, 0.451 mg/g harmaline, and 2.18 mg/g tetrahydroharmine (THH), with a high variability among the samples (RSD from 78.9 to 170%). Native <i>B. caapi</i> samples showed significantly higher harmine concentrations than cultivated ones, and samples from the Federal District/Goiás had higher THH content than those collected in the State of Acre. The other Malpighiaceae samples did not contain β-carbolines, except for one <i>D. pubipetala</i> sample. Concentrations in ayahuasca samples ranged from 0.109 to 7.11 mg/mL harmine, 0.012 to 0.945 mg/mL harmaline, 0.09 to 3.05 mg/mL THH, and 0.10 to 3.12 mg/mL DMT. The analysis of paired ayahuasca/<i>B. caapi</i> confirmed that harmine is reduced to harmaline and to THH during the brew preparation. This is the largest study conducted with Malpighiaceae samples and showed a large variability in the main β-carbolines present in <i>B. caapi</i>. This biodiversity is a challenge for standardization of the material used in ethnopharmacological studies of <i>B.</i> <i>caapi</i> and ayahuasca.https://www.mdpi.com/2223-7747/9/7/870ß-carbolinesDMT<i>Banisteriopsis caapi</i>ayahuascaBrazil
collection DOAJ
language English
format Article
sources DOAJ
author Beatriz Werneck Lopes Santos
Regina Célia de Oliveira
Julia Sonsin-Oliveira
Christopher William Fagg
José Beethoven Figueiredo Barbosa
Eloisa Dutra Caldas
spellingShingle Beatriz Werneck Lopes Santos
Regina Célia de Oliveira
Julia Sonsin-Oliveira
Christopher William Fagg
José Beethoven Figueiredo Barbosa
Eloisa Dutra Caldas
Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological Potential
Plants
ß-carbolines
DMT
<i>Banisteriopsis caapi</i>
ayahuasca
Brazil
author_facet Beatriz Werneck Lopes Santos
Regina Célia de Oliveira
Julia Sonsin-Oliveira
Christopher William Fagg
José Beethoven Figueiredo Barbosa
Eloisa Dutra Caldas
author_sort Beatriz Werneck Lopes Santos
title Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological Potential
title_short Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological Potential
title_full Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological Potential
title_fullStr Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological Potential
title_full_unstemmed Biodiversity of β-Carboline Profile of <i>Banisteriopsis caapi</i> and Ayahuasca, a Plant and a Brew with Neuropharmacological Potential
title_sort biodiversity of β-carboline profile of <i>banisteriopsis caapi</i> and ayahuasca, a plant and a brew with neuropharmacological potential
publisher MDPI AG
series Plants
issn 2223-7747
publishDate 2020-07-01
description Ayahuasca is a psychoactive infusion with a large pharmacological application normally prepared with <i>Banisteriopsis caapi</i>, which contains the monoamine oxidase inhibitors β-carbolines, and <i>Psichotria virids</i>, which contains the serotonin receptor agonist N,N dimethyltryptamine (DMT). The objectives of this study were to investigate the chemical profile of <i>B. caapi</i> and of ayahuasca collected in various Brazilian regions. In total, 176 plant lianas, of which 159 <i>B.</i> <i>caapi</i> and 33 ayahuasca samples were analyzed. Dried liana samples were powdered, extracted with methanol, diluted, and analyzed by LC-MS/MS. Ayahuasca samples were diluted and analyzed. Mean concentrations in <i>B. caapi</i> were 4.79 mg/g harmine, 0.451 mg/g harmaline, and 2.18 mg/g tetrahydroharmine (THH), with a high variability among the samples (RSD from 78.9 to 170%). Native <i>B. caapi</i> samples showed significantly higher harmine concentrations than cultivated ones, and samples from the Federal District/Goiás had higher THH content than those collected in the State of Acre. The other Malpighiaceae samples did not contain β-carbolines, except for one <i>D. pubipetala</i> sample. Concentrations in ayahuasca samples ranged from 0.109 to 7.11 mg/mL harmine, 0.012 to 0.945 mg/mL harmaline, 0.09 to 3.05 mg/mL THH, and 0.10 to 3.12 mg/mL DMT. The analysis of paired ayahuasca/<i>B. caapi</i> confirmed that harmine is reduced to harmaline and to THH during the brew preparation. This is the largest study conducted with Malpighiaceae samples and showed a large variability in the main β-carbolines present in <i>B. caapi</i>. This biodiversity is a challenge for standardization of the material used in ethnopharmacological studies of <i>B.</i> <i>caapi</i> and ayahuasca.
topic ß-carbolines
DMT
<i>Banisteriopsis caapi</i>
ayahuasca
Brazil
url https://www.mdpi.com/2223-7747/9/7/870
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