Application of analytical methods for the structural characterization and purity assessment of N,N-dimethyltryptamine, a potent psychedelic agent isolated from Mimosa tenuiflora inner barks

Gaujac, Alain; Martinez, Sabrina T.; Gomes, Arão Araújo; Andrade, Sônia Gumes; Pinto, Ângelo da Cunha; David, Jorge; Navickiene, Sandro; Andrade, Jaílson Bittencourt de

doi:10.1016/j.microc.2012.03.033

Cited by 29 publications

(23 citation statements)

References 27 publications

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“…‘Jurema‐preta’ has been used in rituals by native Brazilian indians . The bark of ‘jurema‐preta’ is the main ingredient of jurema‐wine, a psychedelic drink used in Afro‐Brazilian rituals and entheogen cults . The main active substance in ‘jurema‐preta’ bark is dimethyltryptamine .…”

Section: Discussionmentioning

confidence: 99%

“…37 The bark of 'jurema-preta' is the main ingredient of jurema-wine, a psychedelic drink used in Afro-Brazilian rituals and entheogen cults. 38,39 The main active substance in 'jurema-preta' bark is dimethyltryptamine. 40 However, nitrogen-containing compounds were not detected in either the apices or the propolis extracts (Table 3).…”

Section: Chemical Constituents and Botanical Originmentioning

confidence: 99%

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New propolis type from north‐east Brazil: chemical composition, antioxidant activity and botanical origin

et al. 2017

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Section: Discussionmentioning

confidence: 99%

Section: Chemical Constituents and Botanical Originmentioning

confidence: 99%

New propolis type from north‐east Brazil: chemical composition, antioxidant activity and botanical origin

et al. 2017

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“…In the 1 H NMR spectra of compound 14 the signals at δ H 4, 17 (dd;J = 11,6 and 6,1 Hz) and 4,23 (dd;J = 11,6 and 4,6 Hz) were attributed to hydrogen atoms of hydroxylated carbon (C1). In the (Gaujac et al 2013). By means of LCMS-ESI-IT-TOF data, the compound 18 was identified as N-methyltryptamine.…”

Section: Resultsmentioning

confidence: 99%

Psychotria viridis: Chemical constituents from leaves and biological properties

Soares

Duarte

Cavalcanti

et al. 2017

An. Acad. Bras. Ciênc.

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The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol; a polyunsaturated triterpene, squalene; the esters of glycerol, 1-palmitoylglycerol and triacylglycerol; a mixture of long chain hydrocarbons; the aldehyde nonacosanal; the long chain fat acids hentriacontanoic, hexadecanoic and heptadenoic acid; the ester methyl heptadecanoate; the 4-methyl-epi-quinate and two indole alkaloids, N,N-dimethyltryptamine (DMT) and N-methyltryptamine. The chemical structures were determined by means of spectroscopic (IR, 1 H and 13 C NMR, HSQC, HMBC and NOESY) and spectrometric (CG-MS and LCMS-ESI-ITTOF) methods. The study of biologic properties of P. viridis consisted in the evaluation of the acetylcholinesterase inhibition and cytotoxic activities. The hexane, chloroform, ethyl acetate and methanol extracts, the substances 24-methylene-cycloartanol, DMT and a mixture of 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol showed cholinesterase inhibiting activity. This activity induced by chloroform and ethyl acetate extracts was higher than 90%. The methanol and ethyl acetate extracts inhibit the growth and/or induce the death of the tumor cells strains B16F10 and 4T1, without damaging the integrity of the normal cells BHK and CHO. DMT also demonstrated a marked activity against tumor cell strains B16F10 and 4T1.

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“…The extraction and purification of this substance was carried out according to the protocols previously used by Gaudac et al [35]. It should be noted that the initial quantity of plant material powder used was 50 g.…”

Section: Extraction and Isolation Of Nn-dimethyltryptamine From Mimomentioning

confidence: 99%

“…The traditional liquid-liquid procedure for the extraction of indole alkaloids from plant matrices was employed [35,36]. The alkaloids formed salts in acidic aqueous media and showed both greater solubility and enhanced stability at low pH values [35,36]. The acid extract was basified with sodium hydroxide and then extracted with hexane.…”

Section: Purification and Characterization Of Nn-dimethyltryptaminementioning

confidence: 99%

Electrochemical Determination of N,n-Dimethyltryptamine in Water Based on Tetraruthenated Porphyrins and Ionic Liquid Modified Electrodes

Plaza

Piña²,

Herrera

et al. 2020

J. Chil. Chem. Soc.

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N,N-dimethyltryptamine (DMT) is a short-acting psychotropic agent when administered parenterally and is not active orally due to its rapid degradation by monoamine oxidase enzyme type A. There is growing interest in the therapeutic potential of DMT due to recent clinical data that has shown that produces antidepressant effects in humans. It has also been found that psychedelics that possess the central structure of DMT may have value as medications and cannot simply be labeled as drugs with the potential for abuse. The incorporation of ionic liquid and tetraruthenated zinc porphyrin to glassy carbon electrode enhanced the voltammetric determination of DMT compared to the bare glassy carbon electrode. These modified electrodes showed good performance for DMT oxidation. These results translate into a low detection limit (1.75 µM), short response time, satisfactory linear concentration range, very good stability and reproducibility. Thus, his methodology can be a feasible and inexpensive way to detect DMT in water and presents potential to be applied in the detection of DMT in urine.

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Application of analytical methods for the structural characterization and purity assessment of N,N-dimethyltryptamine, a potent psychedelic agent isolated from Mimosa tenuiflora inner barks

Cited by 29 publications

References 27 publications

New propolis type from north‐east Brazil: chemical composition, antioxidant activity and botanical origin

New propolis type from north‐east Brazil: chemical composition, antioxidant activity and botanical origin

Psychotria viridis: Chemical constituents from leaves and biological properties

Electrochemical Determination of N,n-Dimethyltryptamine in Water Based on Tetraruthenated Porphyrins and Ionic Liquid Modified Electrodes

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