Extraction and Conversion Studies of the Antiaddictive Alkaloids Coronaridine, Ibogamine, Voacangine, and Ibogaine from Two Mexican Tabernaemontana Species (Apocynaceae)

  title={Extraction and Conversion Studies of the Antiaddictive Alkaloids Coronaridine, Ibogamine, Voacangine, and Ibogaine from Two Mexican Tabernaemontana Species (Apocynaceae)},
  author={Felix Krengel and Marco V. Mijangos and Marisol Reyes-Lezama and Ricardo Reyes‐Chilpa},
  journal={Chemistry \& Biodiversity},
Several species from the Apocynaceae family, such as Tabernanthe iboga, Voacanga africana, and many Tabernaemontana species, produce ibogan type alkaloids, some of which present antiaddictive properties. In this study, we used gas chromatography/mass spectrometry (GC/MS) to examine the efficiency of methanol, acetone, ethyl acetate, dichloromethane, chloroform, and hydrochloric acid in extracting the antiaddictive compounds coronaridine, ibogamine, voacangine, and ibogaine (altogether the CIVI… Expand
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Quantitative Evaluation of a Mexican and a Ghanaian Tabernaemontana Species as Alternatives to Voacanga africana for the Production of Antiaddictive Ibogan Type Alkaloids
The results suggest that T. crassa could be used to produce conopharyngine and ibogaline, two compounds with the same basic skeletal structure and possibly similar antiaddictive properties as ibogaine. Expand
Erratum: Antimycobacterial Activity of Alkaloids and Extracts from Tabernaemontana alba and T. arborea.
Tuberculosis is the main cause of death from a single infectious agent. Globally, according to the World Health Organization, in 2018, there were an estimated 1.2 million tuberculosis deaths.Expand
The iboga enigma: the chemistry and neuropharmacology of iboga alkaloids and related analogs.
This review will cover recent advances in both the biosynthesis and chemical synthesis of iboga alkaloids as well as their use as next-generation neurotherapeutics and historical context for the discoveries of the past decade is provided. Expand
A narrative review of the pharmacological, cultural and psychological literature on ibogaine
Ibogaine is a psychoactive alkaloid contained in the West African plant Tabernanthe iboga. Although preliminary, evidence suggests that ibogaine could be effective in the treatment of certainExpand
Supplying plant natural products by yeast cell factories


Metabolite Profiling of Anti‐Addictive Alkaloids from Four Mexican Tabernaemontana Species and the Entheogenic African Shrub Tabernanthe iboga (Apocynaceae)
Comparisons of the alkaloid profiles of the root and stem barks of four Mexican Tabernaemontana species with the root bark of the entheogenic African shrub Tabernanthe iboga illustrate the phytochemical proximity between both genera and confirm previous suggestions that MexicanTabernaenana species are viable sources of anti‐addictive compounds. Expand
Quantification of Anti‐Addictive Alkaloids Ibogaine and Voacangine in In Vivo‐ and In Vitro‐Grown Plants of Two Mexican Tabernaemontana Species
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. Expand
Chemistry and biology of the genus Voacanga
An exhaustive survey of the literature revealed that indole alkaoids and steroids constitute the major classes of phytoconstituents of this genus. Expand
Extraction Studies of Tabernanthe Iboga and Voacanga Africana
The root bark of Tabernanthe iboga contains ibogaine as its predominant alkaloid and has been an important source of it, and an extraction of alkaloids from T. iboga root bark was optimized and simplified to use only diluted vinegar and ammonia, and was successfully applied to related alkaloidal from Voacanga africana bark. Expand
Ibogaine: a review.
  • K. Alper
  • Sociology, Medicine
  • The Alkaloids. Chemistry and biology
  • 2001
A timeline is presented that outlines the historical events relating to the development of ibogaine as a treatment for drug dependence and has been shown to bind to the serotonin transporter and to increase serotonin levels in the nucleus accumbens (NAc). Expand
Volume, value and floristic diversity of Gabon׳s medicinal plant markets.
The herbal market in Gabon is slightly higher in species diversity but lower in volume and value than recently surveyed sub-Saharan African markets. Expand
Alkaloide aus Conopharyngia durissima STAPF Isovoacangin, Conopharyngin, Conodurin und Conoduramin
One known and four new alkaloids have been isolated from C. durissima STAPF. Isovoacangine (VII) (first isolated from Stemmadenia), conopharyngine (VIII), and possibly also Alkaloid E are monomericExpand
Effects of iboga alkaloids on morphine and cocaine self-administration in rats: relationship to tremorigenic effects and to effects on dopamine release in nucleus accumbens and striatum
In some rats, there were persistent decreases in morphine or cocaine intake for several days after a single injection or after two or three weekly injections of one or another of these alkaloids; R-ibogamine produced such effects more consistently than any of the other alkaloid effects. Expand
Recent synthetic applications of the dealkoxycarbonylation reaction. Part 1. Dealkoxycarbonylations of malonate esters
The purpose of this review is to update (publications from 1981 to mid 2006) the synthetic applications of dealkoxycarbonylations of malonate esters, β-keto esters (and related esters withExpand
Recent synthetic applications of the dealkoxycarbonylation reaction. Part 2. Dealkoxycarbonylations of β-keto esters, α-cyanoesters and related analogues
In Part 2, the synthetic applications of dealkoxycarbonylations of β-keto esters, α- cyano esters and related activated esters will be reviewed for the period 1981 to the middle of 2006. In Part 1,Expand