Quantification of Anti-Addictive Alkaloids Ibogaine and Voacangine in In Vivo- and In Vitro-Grown Plants of Two Mexican Tabernaemontana Species.
Felix Krengel, Josefina Herrera Santoyo, Teresa de Jesús Olivera Flores, Víctor M Chávez Ávila, Francisco J Pérez Flores, Ricardo Reyes-Chilpa
Chemistry & Biodiversity December 1, 2016 DOI: 10.1002/cbdv.201600146 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Observational study with experimental plant tissue culture Peer reviewed |
|---|---|
| Population | Tabernaemontana alba and Tabernaemontana arborea wild plants, greenhouse-grown plants, in vitro plantlets, and embryogenic callus |
| Topics | Ibogaine |
| Keywords | Tabernaemontana alba Tabernaemontana arborea Monoterpenoid indole alkaloid Plant tissue culture Somatic embryogenesis Voacangine Regeneration Medicinal plants tabernaemontana Mexican tabernaemontana plants Anti-addiction compounds source Valuable alkaloids |
| Citations | 19 |
| Key findings | Ibogaine and voacangine were present in most whole-plant samples of both species, with stem and root barks showing the highest concentrations, but no alkaloids were detected in callus cultures. |
Abstract
Tabernaemontana alba and Tabernaemontana arborea are Apocynaceae species used in Mexican traditional medicine for which little phytochemical information exists. In this study, preliminary gas chromatography/mass spectrometry analyses of different organs obtained from wild plants of both species identified a total of 10 monoterpenoid indole alkaloids (MIAs) and one simple indole alkaloid, nine of which were reported for the first time in these species. Furthermore, callus cultures were established from T. alba leaf explants and regeneration of whole plants was accomplished via somatic embryogenesis. The anti-addictive MIAs ibogaine and voacangine were then quantified by gas chromatography with flame ionization detection in wild plants of both species, as well as greenhouse-grown plants, in vitro-grown plantlets and embryogenic callus of T. alba. Ibogaine and voacangine were present in most samples taken from the whole plants of both species, with stem and root barks showing the highest concentrations. No alkaloids were detected in callus samples. It was concluded that T. alba and T. arborea are potentially viable sources of ibogaine and voacangine, and that these MIAs can be produced through somatic embryogenesis and whole plant regeneration of T. alba. Approaches to increase MIA yields in whole plants and to achieve alkaloid production directly in cell cultures are discussed.
Comparable studies
Other experimental studies on ibogaine, most cited first.
| Study | Year | Design | Participants |
|---|---|---|---|
| Ibogaine, a noncompetitive inhibitor of serotonin transport, acts by stabilizing the cytoplasm-facing state of the transporter. In vitro (SERT) | 2007 | Laboratory study | |
| Mechanisms of action of ibogaine and harmaline congeners based on radioligand binding studies. | 1992 | Laboratory study | |
| The mechanistic basis for noncompetitive ibogaine inhibition of serotonin and dopamine transporters. | 2012 | Experimental study | |
| Identification of a primary metabolite of ibogaine that targets serotonin transporters and elevates serotonin. | 1995 | Experimental study | |
| Ibogaine and its congeners are sigma 2 receptor-selective ligands with moderate affinity. | 1995 | Laboratory study |
Citations in the library
Cited by 5
- Extraction and Conversion Studies of the Antiaddictive Alkaloids Coronaridine, Ibogamine, Voacangine, and Ibogaine from Two Mexican Tabernaemontana Species (Apocynaceae). Chemistry & Biodiversity July 1, 2019
- Tabernaemontana arborea and ibogaine induce paroxysmal EEG activity in freely moving mice: Involvement of serotonin 5-HT1A receptors. Neurotoxicology March 1, 2022
- Metabolite Profiling of Anti-Addictive Alkaloids from Four Mexican Tabernaemontana Species and the Entheogenic African Shrub Tabernanthe iboga (Apocynaceae). Chemistry & Biodiversity April 1, 2019
- Quantitative Evaluation of a Mexican and a Ghanaian Tabernaemontana Species as Alternatives to Voacanga africana for the Production of Antiaddictive Ibogan Type Alkaloids. Chemistry & Biodiversity May 1, 2020
- Potent Anti-amoebic Effects of Ibogaine, Voacangine and the Root Bark Alkaloid Fraction of Tabernaemontana arborea. Planta Medica February 1, 2023