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Concept for the formation of betacarbolines from tryptamines

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Here is an interesting paper on the synthesis of beta carbolines. Acidic conditions are not required, in fact yields will be much higher without the use of an acid. It is the electrophilic double bond of the imine which drives the cyclization.

All one needs to do is form an imine with tryptophan or tryptamine and an aldehyde.
 

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..great info thanks Dr_ Sister..!

i really feel that the boiling of material vs. cold extraction (e.g. into methanol/ethanol) of different tryptamine plants needs to be investigated further..NMT in particular could partially degrade into betacarbolines, and perhaps DMT partially into NMT..?
even small amounts of some betacarbolines perhaps could make a difference to subjective effects of extracts/brews..
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I can see nmt forming a beta-carboline given the right conditions, that's a pretty neat idea. Though, the idea of mono de-methylation of the tertiary amine in n,n-dmt from boiling in water seems far-fetched especially in a water soluble salt form.

Totally true that different beta-carbolines will have different effects, especially with the DMT experience continually pressing novelty. An example being; THH does not interfere with GABA in a animal model(IIRC) while harmine and harmaline do. In this case I would expect the variance of beta-carbolines not to be formed from the boiling/brewing but rather in the plants themselves. Caapi has how many alkaloids in it? I recall a paper saying they found I believe 43, on-top of however many were already known and some perhaps yet to be discovered. Burnt's analysis on jungle spice if I remember correctly also depicted beta-carbolines or maybe THBC's I forget. So there is a vast area for incalculable variables involving plant brews from the DMT source plant as well as the MAOI source plant, on-top of any admixture.

As far as staying on topic though, I am failing to do so.
 
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