NMR spectral assignments of a new chlorotryptamine alkaloid and its analogues from Acacia confusa.
Malcolm S Buchanan, Anthony R Carroll, David Pass, Ronald J Quinn
Magnetic resonance in chemistry : MRC April 2007 DOI: 10.1002/mrc.1959 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Phytochemical isolation and structural elucidation study Peer reviewed |
|---|---|
| Population | Methanol extract of the Chinese shrub Acacia confusa Merr. |
| Key points | A new chlorotryptamine alkaloid, N-chloromethyl-N,N-dimethyltryptamine, was isolated from Acacia confusa along with the known hallucinogenic analogues N-methyltryptamine, N,N-dimethyltryptamine, and N,N-dimethyltryptamine-N-oxide. The authors report that the new compound was an artefact of the isolation conditions rather than a natural plant constituent. Complete 1H and 13C NMR assignments were made for all compounds. |
Abstract
A new chlorotryptamine alkaloid, N-chloromethyl-N,N-dimethyltryptamine, was isolated from a methanol extract of the Chinese shrub Acacia confusa Merr., together with its known hallucinogenic analogues, N-methyltryptamine, N,N-dimethyltryptamine and N,N-dimethyltryptamine-N-oxide. The new compound was an artefact of the isolation conditions. The complete (1)H and (13)C NMR assignments for these compounds were carried out using (1)H, (13)C, DEPT, gCOSY, gHSQC and gHMBC NMR experiments.
Citations in the library
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- Reaction of N,N‑Dimethyltryptamine with Dichloromethane Under Common Experimental Conditions ACS Omega May 7, 2018
- Characterization of the synthesis of N,N‐dimethyltryptamine by reductive amination using gas chromatography ion trap mass spectrometry Drug Testing and Analysis July 1, 2010
- Halogenated solvent interactions with N,N-dimethyltryptamine: formation of quaternary ammonium salts and their artificially induced rearrangements during analysis. Forensic Science International July 4, 2008
- N,N-Dimethyltryptamine and dichloromethane: Rearrangement of quaternary ammonium salt product during GC–EI and CI-MS–MS analysis Journal of Pharmaceutical and Biomedical Analysis December 28, 2007
- 1H Nuclear Magnetic Resonance: A Future Approach to the Metabolic Profiling of Psychedelics in Human Biofluids? Frontiers in Psychiatry 2021
and 2 more in the library
Cites 2
- Analytical chemistry of synthetic routes to psychoactive tryptamines : Part II. Characterisation of the Speeter and Anthony synthetic route to N,N-dialkylated tryptamines using GC-EI-ITMS, ESI-TQ-MS-MS and NMR The Analyst 2005
- Plants and mushrooms of abuse. Emergency medicine clinics of North America August 1, 1990