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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 via PubMed

Summary

AI-generated from the abstract

Ten monoterpenoid indole alkaloids and one simple indole alkaloid were identified for the first time in Tabernaemontana alba and Tabernaemontana arborea, two Mexican medicinal plants. The anti-addiction compounds ibogaine and voacangine were found in most wild and greenhouse-grown whole plants, with highest concentrations in stem and root barks. Whole plants of T. alba were regenerated from leaf callus via somatic embryogenesis, but no alkaloids were detected in the callus itself. The species are potentially viable sources of ibogaine and voacangine, and approaches to increase alkaloid yields in plants and cell cultures are discussed.

Study at a glance

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
Citations 19
Key finding 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.

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