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New hallucinogenic plant: Zanthoxylum

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PsilocybeChild

PsilocybeChild

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New hallucinogenic plant discovered: Zanthoxylum sp. rootbark usage among Brazilian quilombolas

An anthropologist reported to me that Brazilian quilombolas, probably located in the state of Santa Catarina, are smoking Zanthoxylum sp. rootbark ( the species in the picture ). They do this so that they can obtain mild hallucinogenic effects.

He told me that they take young plants off the ground entirely, and then proceed to smoke their rootbark.

DMT has already been detected in the leaves of Zanthoxylum arborescens. Now, it seems that maybe a blend of DMT and other alkaloids is also present in the rootbark of such Zanthoxylum plants.
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New hallucinogenic plant discovered: Zanthoxylum rhoifolium rootbark usage among Brazilian quilombolas

UPDATE 2: Click here to watch a slideshow of Zanthoxylum rhoifolium photos ( taken from Google Image search results. It will open in a new tab ) UPDATE: This post was updated and corrected with new…
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Old and new alkaloids from Zanthoxylum arborescens

The new alkaloids (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine, 8-hydroxy-4,7-dimethoxyfuranoquinoline, and 8-isopentenyloxy-4,7-dimethoxyfuranoquinoline were isolated from Zanthoxylum arborescens (Rutaceae). The β-D-glucopyranoside of hordenine (previously known only as a synthetic) was also found. The known alkaloids skimmianine, tembetarine, hordenine, N,N-dimethyltryptamine, N-methyltryptamine, 1-methyl-3-(2′-phenylethyl)-1H,3H-quinazoline-2,4-dione and 1-methyl-3-[2′-(4″-methoxyphenyl)ethyl]-1H,3H-quinazoline-2,4-dione also were isolated. Structure proof of the two new furanoquinoline alkaloids necessitated a revision in the previously suggested structure for perfamine, a cyclohexadienone alkaloid from Haplophyllum perforatum.
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Wikipedia:

Zanthoxylum arborescens, DMT in leaves
Zanthoxylum procerum, DMT in leaves
 
Hmmm... I wonder what other alkaloids are present, if any, and what kind of DMT percentages it has.

Wasn't much info in the article.

Thanks for the find though:)

Edit: never mind you posted before I did,lol.
 
www.scielo.br

Alcaloides das cascas das raízes de Zanthoxylum spp

www.scielo.br www.scielo.br
Alkaloids of root barks of Zanthoxylum spp
Sandra Virgínia Alves HohlemwergerI; Edijane Matos SalesI; Rafael dos Santos CostaI; Eudes da Silva VelozoI,*; Maria Lenise da Silva GuedesII
IDepartamento do Medicamento, Faculdade de Farmácia, Universidade Federal da Bahia, Rua Barão de Jeremoabo, s/n, 40170-115 Salvador - BA, Brasil
IIHerbário Alexandre Leal Costa, Instituto de Biologia, Universidade Federal da Bahia, Rua Barão de Jeremoabo, s/n, 40170-115 Salvador - BA, Brasil

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www.scielo.br

Alcaloides das cascas das raízes de Zanthoxylum spp

www.scielo.br www.scielo.br
The investigation of hexane and methanol extracts of the root bark of Z. rhoifolium and Z. stelligerum also investigated showed the presence of alkaloids dihydrochelerythrine, anorttianamide, cis-N-methyl-canadine, 7,9-dimethoxy-2,3-methylenedioxybenzophenanthridine and angoline
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-eg
 
The new alkaloids (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine, 8-hydroxy-4,7-dimethoxyfuranoquinoline, and 8-isopentenyloxy-4,7-dimethoxyfuranoquinoline were isolated from Zanthoxylum arborescens (Rutaceae) The β-D-glucopyranoside of hordenine (previously known only as a synthetic) was also found. The known alkaloids skimmianine, tembetarine, hordenine, N,N-dimethyltryptamine, N-methyltryptamine, 1-methyl-3-(2′-phenylethyl)-1H,3H-quinazoline-2,4-dione and 1-methyl-3-[2′-(4″-methoxyphenyl)ethyl]-1H,3H-quinazoline-2,4-dione also were isolated. Structure proof of the two new furanoquinoline alkaloids necessitated a revision in the previously suggested structure for perfamine, a cyclohexadienone alkaloid from Haplophyllum perforatum.
Click to expand...

So Zanthoxylum arborescens contains: hordenine, N,N-dimethyltryptamine, N-methyltryptamine? We're these alkaloids quantified?

(2S,5S)-2,5-dibenzyl-1,4-dimethyl-piperazine interests me as well, I attempted to depict this molecule, but may not have done it properly, if I made a mistake please correct me.

I wish I could get Full text access to this article....
Abstract

The isolation and structure determination of (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine (1), a new alkaloid biogenetically related to L-phenylalanine diketopiperazine, is described http://www.sciencedirect.com/science/article/pii/S0040403901924748
Click to expand...

(2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine, 8-hydroxy-4,7-dimethoxyfuranoquinoline, and 8-isopentenyloxy-4,7-dimethoxyfuranoquinoline are all fascinating in their own rights, I have particular interest in the piperazine compound as piperazine compounds possess a vast range of pharmacological properties, there are piperazine compounds which are Antianginals, Antidepressants, Urologicals (like Viagra), Antihistamines, Antiserotonergics, Antipsychotics, and even Recreational Drugs, so this interests me...

But then: The β-D-glucopyranoside of hordenine, skimmianine, tembetarine, hordenine, N,N-dimethyltryptamine, N-methyltryptamine, 1-methyl-3-(2′-phenylethyl)-1H,3H-quinazoline-2,4-dione and 1-methyl-3-[2′-(4″-methoxyphenyl)ethyl]-1H,3H-quinazoline-2,4-dione

I mean the quinazoline and phenethylamine compounds were a intriguing, but the big shocker was N,N-dimethyltryptamine, N-methyltryptamine...

There were reports of plants of this species being smoked as an intoxicant, mentioned in this thread: New hallucinogenic plant discovered: Zanthoxylum sp. rootbark usage among Brazilian quilombolas - Collaborative Research Project - Welcome to the DMT-Nexus however these were specific to Zanthoxylum rhoifolium rootbark, I have done my best to locate chemical analysis of these species, though as of now nothing as interesting as the chemical profile listed for Zanthoxylum arborescens...

Zanthoxylum arborescens appears to have actual Entheogenic potential, while Zanthoxylum rhoifolium does not look as promising, yet Zanthoxylum rhoifolium was reported in the link above as being smoked Brazilian "quilombolas"...

-eg
 

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dragonrider said:
Quinoline's..don't they normally counteract the effects of DMT?
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Quinoline and Isoquinoline compounds can be found in mescaline producing cacti, as well as opium poppies...

Most people seem confused that shulgin wrote "The Simple Plant Isoquinolines", they speculate on creating psychedelic molecules based off of quinoline or isoquinoline molecules, Which is a mistake, this was NOT the point, and I doubt there's very much of interest in that area. Shulgin explained that his interest here had to do with their occurrence in both mescaline producing cacti as well as opium poppies, he admits that they are not pharmocologically interesting, he saw them as "side products" in two "narcotic" plants, which in itself made them interesting, I don't think he wanted to alter these molecules to mimic psychedelic molecules, and I don't think he cared about their pharmacology.

The Simple Plant Isoquinolines by Alexander shulgin

I don't know very much about these compounds, so I'll stop here.



-eg
 
Yeah, i think they're partly responsible for the foggy feeling that sometimes come with peyote and san-Pedro experiences. One of the reasons why pure mescaline is just so much better (in my opinion) than peyote or torches.
 
entheogenic-gnosis said:
The new alkaloids (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine, 8-hydroxy-4,7-dimethoxyfuranoquinoline, and 8-isopentenyloxy-4,7-dimethoxyfuranoquinoline were isolated from Zanthoxylum arborescens (Rutaceae) The β-D-glucopyranoside of hordenine (previously known only as a synthetic) was also found. The known alkaloids skimmianine, tembetarine, hordenine, N,N-dimethyltryptamine, N-methyltryptamine, 1-methyl-3-(2′-phenylethyl)-1H,3H-quinazoline-2,4-dione and 1-methyl-3-[2′-(4″-methoxyphenyl)ethyl]-1H,3H-quinazoline-2,4-dione also were isolated. Structure proof of the two new furanoquinoline alkaloids necessitated a revision in the previously suggested structure for perfamine, a cyclohexadienone alkaloid from Haplophyllum perforatum.
Click to expand...

So Zanthoxylum arborescens contains: hordenine, N,N-dimethyltryptamine, N-methyltryptamine? We're these alkaloids quantified?

(2S,5S)-2,5-dibenzyl-1,4-dimethyl-piperazine interests me as well, I attempted to depict this molecule, but may not have done it properly, if I made a mistake please correct me.
Click to expand...
That's the diphenyl compound you've drawn, the benzyl group has a methylene spacer. Will post structures later.
I wish I could get Full text access to this article....
Abstract

The isolation and structure determination of (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine (1), a new alkaloid biogenetically related to L-phenylalanine diketopiperazine, is described http://www.sciencedirect.com/science/article/pii/S0040403901924748
Click to expand...
Click to expand...
There's a thread for scientific paper requests
[...]There were reports of plants of this species being smoked as an intoxicant, mentioned in this thread: New hallucinogenic plant discovered: Zanthoxylum sp. rootbark usage among Brazilian quilombolas - Collaborative Research Project - Welcome to the DMT-Nexus
Click to expand...
Merge with this thread?
however these were specific to Zanthoxylum rhoifolium rootbark, I have done my best to locate chemical analysis of these species, though as of now nothing as interesting as the chemical profile listed for Zanthoxylum arborescens...

Zanthoxylum arborescens appears to have actual Entheogenic potential, while Zanthoxylum rhoifolium does not look as promising, yet Zanthoxylum rhoifolium was reported in the link above as being smoked Brazilian "quilombolas"...

-eg
Click to expand...
The ethnomedicinial use of Zanthoxylum species has been examined to some extent. Isn't Z. arborescens used for treating toothache?
 
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