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Benz, as nen quoted in the jungle spice analysis thread, someone told him that cyclization of NMT would form 1,2,3,4 Tetrahydro-B-Carboline (tryptoline?).  Do you think that is correct? And what would be the product formed from the cyclization of DMT? Could it be 2MTHBC? Could it form as an artifact in GC-MS analysis?


nen mentioned in another thread that he thinks b-carbolines may be formed with simple extended boiling of tryptamines in acetic acid.. Dennis Mckenna mentioned something similar when discussing the presence of b carbolines in virola:


"The low levels of b-carbolines detected in the pastes, and the failure to detect similar compounds in the source-plants used for the drugs, also leaves open the possibility that they may be formed as artifacts either during the cooking and concentration of the Virola resin or during the work-up of the alkaloid extract. This possibility has also been raised by Holmstedt et al. (1980). Tetrahydro-bcarbolines of the type found in the paste samples can be readily formed from tryptamine derivatives such as NMT by aldehyde condensation followed by cyclization (Taborsky and McIsaac, 1964)."


(mckenna et al 1984)


Im attaching the Tarborsky and McIsaac paper


Here's the Holmstedt paper


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