ibogaine

Summary

Summary: One of several indole alkaloids extracted from Tabernanthe iboga, Baill. It has a complex pharmacological profile, and interacts with multiple systems of neurotransmission. Ibogaine has psychoactive properties and appears to modulate tolerance to opiates.

Top Publications

  1. Sarker S, Weissensteiner R, Steiner I, Sitte H, Ecker G, Freissmuth M, et al. The high-affinity binding site for tricyclic antidepressants resides in the outer vestibule of the serotonin transporter. Mol Pharmacol. 2010;78:1026-35 pubmed publisher
    ..generated in the presence of carbamazepine yielded intersecting lines for serotonin, MPP(+), paroxetine, and ibogaine. These observations are consistent with a model, in which 1) the tricyclic ring is docked into the outer ..
  2. Zhang W, Ramamoorthy Y, Tyndale R, Glick S, Maisonneuve I, Kuehne M, et al. Metabolism of 18-methoxycoronaridine, an ibogaine analog, to 18-hydroxycoronaridine by genetically variable CYP2C19. Drug Metab Dispos. 2002;30:663-9 pubmed
    18-Methoxycoronaridine, a newly developed ibogaine analog, has been reported to decrease the self-administration of morphine, cocaine, ethanol, and nicotine...
  3. Brown T. Ibogaine in the treatment of substance dependence. Curr Drug Abuse Rev. 2013;6:3-16 pubmed
    b>Ibogaine is a psychoactive alkaloid derived from Tabernanthe iboga, a plant used in initiatory rituals in West Central Africa. Largely because of ibogaine's status as a Schedule I substance in the U.S...
  4. Koenig X, Kovar M, Rubi L, Mike A, Lukacs P, Gawali V, et al. Anti-addiction drug ibogaine inhibits voltage-gated ionic currents: a study to assess the drug's cardiac ion channel profile. Toxicol Appl Pharmacol. 2013;273:259-68 pubmed publisher
    The plant alkaloid ibogaine has promising anti-addictive properties. Albeit not licensed as a therapeutic drug, and despite hints that ibogaine may perturb the heart rhythm, this alkaloid is used to treat drug addicts...
  5. Alper K, Reith M, Sershen H. Ibogaine and the inhibition of acetylcholinesterase. J Ethnopharmacol. 2012;139:879-82 pubmed publisher
    b>Ibogaine is a psychoactive monoterpine indole alkaloid extracted from the root bark of Tabernanthe iboga Baill...
  6. Layer R, Skolnick P, Bertha C, Bandarage U, Kuehne M, Popik P. Structurally modified ibogaine analogs exhibit differing affinities for NMDA receptors. Eur J Pharmacol. 1996;309:159-65 pubmed
    Based on both preclinical findings and anecdotal evidence in man, the psychoactive indole alkaloid ibogaine has been suggested to have anti-addictive properties...
  7. He D, McGough N, Ravindranathan A, Jeanblanc J, Logrip M, Phamluong K, et al. Glial cell line-derived neurotrophic factor mediates the desirable actions of the anti-addiction drug ibogaine against alcohol consumption. J Neurosci. 2005;25:619-28 pubmed
    ..Few medications are available to treat the disorder. Anecdotal reports suggest that ibogaine, a natural alkaloid, reverses behaviors associated with addiction including alcoholism; however, because of side ..
  8. Tavoulari S, Forrest L, Rudnick G. Fluoxetine (Prozac) binding to serotonin transporter is modulated by chloride and conformational changes. J Neurosci. 2009;29:9635-43 pubmed publisher
    ..Given the known Cl(-) requirement for serotonin-induced conformational changes, we propose that Cl(-) binding facilitates conformational changes required for optimal binding of fluoxetine and other antidepressant drugs. ..
  9. Arias H, Rosenberg A, Targowska Duda K, Feuerbach D, Yuan X, Jozwiak K, et al. Interaction of ibogaine with human alpha3beta4-nicotinic acetylcholine receptors in different conformational states. Int J Biochem Cell Biol. 2010;42:1525-35 pubmed
    The interaction of ibogaine and phencyclidine (PCP) with human (h) alpha3beta4-nicotinic acetylcholine receptors (AChRs) in different conformational states was determined by functional and structural approaches including, radioligand ..

More Information

Publications62

  1. Rezvani A, Overstreet D, Yang Y, Maisonneuve I, Bandarage U, Kuehne M, et al. Attenuation of alcohol consumption by a novel nontoxic ibogaine analogue (18-methoxycoronaridine) in alcohol-preferring rats. Pharmacol Biochem Behav. 1997;58:615-9 pubmed
    We previously reported that single administration of ibogaine, an indol alkaloid with antiaddictive properties, dose dependently reduced alcohol intake in three strains of alcohol-preferring rats...
  2. Alper K, Lotsof H, Kaplan C. The ibogaine medical subculture. J Ethnopharmacol. 2008;115:9-24 pubmed
    b>Ibogaine is a naturally occurring psychoactive indole alkaloid that is used to treat substance-related disorders in a global medical subculture, and is of interest as an ethnopharmacological prototype for experimental investigation and ..
  3. Papadodima S, Dona A, Evaggelakos C, Goutas N, Athanaselis S. Ibogaine related sudden death: a case report. J Forensic Leg Med. 2013;20:809-11 pubmed publisher
    b>Ibogaine is a naturally occurring alkaloid derived from the roots of the rain forest shrub Tabernanthe iboga. Deaths have occurred temporarily related to the use of ibogaine...
  4. Kontrimaviciūte V, Mathieu O, Mathieu Daudé J, Vainauskas P, Casper T, Baccino E, et al. Distribution of ibogaine and noribogaine in a man following a poisoning involving root bark of the Tabernanthe iboga shrub. J Anal Toxicol. 2006;30:434-40 pubmed
    In the present paper, we report for the first time the tissue distribution of ibogaine and noribogaine, the main metabolite of ibogaine, in a 48-year-old Caucasian male, with a history of drug abuse, found dead at his home after a ..
  5. Ali S, Thiriet N, Zwiller J. Acute ibogaine injection induces expression of the immediate early genes, egr-1 and c-fos, in mouse brain. Brain Res Mol Brain Res. 1999;74:237-41 pubmed
    The aim of the present study was to evaluate if an acute injection of ibogaine (IBO) induces immediate early gene expression in different regions of mouse brain...
  6. Maciulaitis R, Kontrimaviciute V, Bressolle F, Briedis V. Ibogaine, an anti-addictive drug: pharmacology and time to go further in development. A narrative review. Hum Exp Toxicol. 2008;27:181-94 pubmed publisher
    b>Ibogaine is an indole alkaloid derived from the bark of the root of the African shrub Tabernanthe iboga. Psychoactive properties of ibogaine have been known for decades...
  7. Onaivi E, Ali S, Chirwa S, Zwiller J, Thiriet N, Akinshola B, et al. Ibogaine signals addiction genes and methamphetamine alteration of long-term potentiation. Ann N Y Acad Sci. 2002;965:28-46 pubmed
    ..addiction has been limited, an emerging potential, yet controversial, therapeutic agent is the natural alkaloid ibogaine. We have continued to investigate programs of gene expression and the putative signaling molecules used by ..
  8. Panchal V, Taraschenko O, Maisonneuve I, Glick S. Attenuation of morphine withdrawal signs by intracerebral administration of 18-methoxycoronaridine. Eur J Pharmacol. 2005;525:98-104 pubmed
    18-Methoxyroconaridine (18-MC), a synthetic derivative of ibogaine, reduces morphine self-administration and alleviates several signs of acute opioid withdrawal in rats...
  9. Alper K, Stajic M, Gill J. Fatalities temporally associated with the ingestion of ibogaine. J Forensic Sci. 2012;57:398-412 pubmed publisher
    b>Ibogaine is a naturally occurring psychoactive plant alkaloid that is used globally in medical and nonmedical settings for opioid detoxification and other substance use indications...
  10. Mash D, Kovera C, Pablo J, Tyndale R, Ervin F, Williams I, et al. Ibogaine: complex pharmacokinetics, concerns for safety, and preliminary efficacy measures. Ann N Y Acad Sci. 2000;914:394-401 pubmed
    b>Ibogaine is an indole alkaloid found in the roots of Tabernanthe Iboga (Apocynaceae family), a rain forest shrub that is native to western Africa...
  11. Paling F, Andrews L, Valk G, Blom H. Life-threatening complications of ibogaine: three case reports. Neth J Med. 2012;70:422-4 pubmed
    b>Ibogaine is a naturally occurring psychoactive alkaloid extracted from the roots of the Tabernanthe iboga plant, which in alternative medicine is used to treat drug dependency...
  12. Baumann M, Rothman R, Pablo J, Mash D. In vivo neurobiological effects of ibogaine and its O-desmethyl metabolite, 12-hydroxyibogamine (noribogaine), in rats. J Pharmacol Exp Ther. 2001;297:531-9 pubmed
    b>Ibogaine is a naturally occurring compound with purported antiaddictive properties. When administered to primates, ibogaine is rapidly o-demethylated to form the metabolite 12-hydroxyibogamine (noribogaine)...
  13. Glick S, Sell E, McCallum S, Maisonneuve I. Brain regions mediating ?3?4 nicotinic antagonist effects of 18-MC on nicotine self-administration. Eur J Pharmacol. 2011;669:71-5 pubmed publisher
    ..The data also suggest that an action of 18-MC in the interpeduncular nucleus may attenuate aversive and/or depressive effects of nicotine. ..
  14. Pace C, Glick S, Maisonneuve I, He L, Jokiel P, Kuehne M, et al. Novel iboga alkaloid congeners block nicotinic receptors and reduce drug self-administration. Eur J Pharmacol. 2004;492:159-67 pubmed
    ..These compounds may constitute a new class of synthetic agents that act via the nicotinic alpha3beta4 mechanism to combat addiction. ..
  15. Rabin R, Winter J. Ibogaine and noribogaine potentiate the inhibition of adenylyl cyclase activity by opioid and 5-HT receptors. Eur J Pharmacol. 1996;316:343-8 pubmed
    The effects of the putative anti-addictive compound ibogaine and its principal metabolite, noribogaine, on adenylyl cyclase activity were determined in various areas of the rat brain...
  16. Maas U, Strubelt S. Fatalities after taking ibogaine in addiction treatment could be related to sudden cardiac death caused by autonomic dysfunction. Med Hypotheses. 2006;67:960-4 pubmed
    b>Ibogaine is the most important alkaloid of the Central African Iboga-shrub. It is the central drug in Gabonian initiation ceremonies in which it is used to cause a near-death experience...
  17. Macinnes N, Handley S. Characterization of the discriminable stimulus produced by 2-BFI: effects of imidazoline I(2)-site ligands, MAOIs, beta-carbolines, agmatine and ibogaine. Br J Pharmacol. 2002;135:1227-34 pubmed
    ..harmane, norharmane and harmaline which also reversibly inhibit MAO-A, and the anti-addictive substance ibogaine exhibited potent, dose-dependent substitution for 2-BFI. 4. Agmatine, and LSL60125 substituted at one dose only...
  18. Parke L, Burton P, McDonald R, Kim J, Siegel S. Ibogaine interferes with motivational and somatic effects of naloxone-precipitated withdrawal from acutely administered morphine. Prog Neuropsychopharmacol Biol Psychiatry. 2002;26:293-7 pubmed
    It has been reported that ibogaine interferes with somatic withdrawal reactions in rats chronically treated with morphine...
  19. Bhargava H, Cao Y, Zhao G. Effects of ibogaine and noribogaine on the antinociceptive action of mu-, delta- and kappa-opioid receptor agonists in mice. Brain Res. 1997;752:234-8 pubmed
    b>Ibogaine, an alkaloid isolated from the bark of the African shrub, Tabernanthe iboga, has been claimed to decrease the self-administration of drugs of abuse like morphine, cocaine and alcohol...
  20. Zubaran C, Shoaib M, Stolerman I. The development and expression of locomotor sensitization to nicotine in the presence of ibogaine. Behav Pharmacol. 2000;11:431-6 pubmed
    b>Ibogaine is a naturally occurring psychoactive alkaloid with claimed efficacy in the treatment of certain drug addictions, including nicotine...
  21. Glick S, Maisonneuve I. Development of novel medications for drug addiction. The legacy of an African shrub. Ann N Y Acad Sci. 2000;909:88-103 pubmed
    b>Ibogaine, one of several alkaloids found in the root bark of the African shrub Tabernanthe iboga, has been claimed to be effective in treating multiple forms of drug abuse...
  22. Carnicella S, He D, Yowell Q, Glick S, Ron D. Noribogaine, but not 18-MC, exhibits similar actions as ibogaine on GDNF expression and ethanol self-administration. Addict Biol. 2010;15:424-33 pubmed publisher
    b>Ibogaine is a naturally occurring alkaloid that has been reported to decrease various adverse phenotypes associated with exposure to drugs of abuse and alcohol in human and rodent models...
  23. Levant B, Pazdernik T. Differential effects of ibogaine on local cerebral glucose utilization in drug-naive and morphine-dependent rats. Brain Res. 2004;1003:159-67 pubmed
    b>Ibogaine, a hallucinogenic indole alkaloid, has been proposed as a treatment for addiction to opioids and other drugs of abuse. The mechanism for its putative anti-addictive effects is unknown...
  24. Glick S, Maisonneuve I, Szumlinski K. 18-Methoxycoronaridine (18-MC) and ibogaine: comparison of antiaddictive efficacy, toxicity, and mechanisms of action. Ann N Y Acad Sci. 2000;914:369-86 pubmed
    ..Like ibogaine (40 mg/kg), 18-MC (40 mg/kg) decreases the intravenous self-administration of morphine and cocaine and the oral ..
  25. Glick S, Maisonneuve I. Mechanisms of antiaddictive actions of ibogaine. Ann N Y Acad Sci. 1998;844:214-26 pubmed
    b>Ibogaine, an alkaloid extracted from Tabemanthe iboga, is being studied as a potential long-acting treatment for oploid and stimulant abuse as well as for alcoholism and smoking...
  26. Bulling S, Schicker K, Zhang Y, Steinkellner T, Stockner T, Gruber C, et al. The mechanistic basis for noncompetitive ibogaine inhibition of serotonin and dopamine transporters. J Biol Chem. 2012;287:18524-34 pubmed publisher
    b>Ibogaine, a hallucinogenic alkaloid proposed as a treatment for opiate withdrawal, has been shown to inhibit serotonin transporter (SERT) noncompetitively, in contrast to all other known inhibitors, which are competitive with substrate...
  27. Paskulin R, Jamnik P, Zivin M, Raspor P, Strukelj B. Ibogaine affects brain energy metabolism. Eur J Pharmacol. 2006;552:11-4 pubmed
    b>Ibogaine is an indole alkaloid present in the root of the plant Tabernanthe iboga. It is known to attenuate abstinence syndrome in animal models of drug addiction...
  28. Mazoyer C, Carlier J, Boucher A, Peoc h M, Lemeur C, Gaillard Y. Fatal case of a 27-year-old male after taking iboga in withdrawal treatment: GC-MS/MS determination of ibogaine and ibogamine in iboga roots and postmortem biological material. J Forensic Sci. 2013;58:1666-72 pubmed publisher
    ..b>Ibogaine and ibogamine were quantified in the powder ingested and the victim's body fluids by GC-MS/MS after liquid-liquid ..
  29. Thurner P, Stary Weinzinger A, Gafar H, Gawali V, Kudlacek O, Zezula J, et al. Mechanism of hERG channel block by the psychoactive indole alkaloid ibogaine. J Pharmacol Exp Ther. 2014;348:346-58 pubmed publisher
    b>Ibogaine is a psychoactive indole alkaloid...
  30. Jacobs M, Zhang Y, Campbell S, Rudnick G. Ibogaine, a noncompetitive inhibitor of serotonin transport, acts by stabilizing the cytoplasm-facing state of the transporter. J Biol Chem. 2007;282:29441-7 pubmed
    b>Ibogaine, a hallucinogenic alkaloid with purported anti-addiction properties, inhibited serotonin transporter (SERT) noncompetitively by decreasing V(max) with little change in the K(m) for serotonin (5-HT)...
  31. Vastag B. Addiction research. Ibogaine therapy: a 'vast, uncontrolled experiment'. Science. 2005;308:345-6 pubmed
  32. Baumann M, Pablo J, Ali S, Rothman R, Mash D. Noribogaine (12-hydroxyibogamine): a biologically active metabolite of the antiaddictive drug ibogaine. Ann N Y Acad Sci. 2000;914:354-68 pubmed
    b>Ibogaine (IBO) is a plant-derived alkaloid that is being evaluated as a possible medication for substance use disorders...
  33. Leal M, Michelin K, Souza D, Elisabetsky E. Ibogaine attenuation of morphine withdrawal in mice: role of glutamate N-methyl-D-aspartate receptors. Prog Neuropsychopharmacol Biol Psychiatry. 2003;27:781-5 pubmed
    b>Ibogaine (IBO) is an alkaloid with putative antiaddictive properties, alleviating opiates dependence and withdrawal...
  34. Glick S, Maisonneuve I, Kitchen B, Fleck M. Antagonism of alpha 3 beta 4 nicotinic receptors as a strategy to reduce opioid and stimulant self-administration. Eur J Pharmacol. 2002;438:99-105 pubmed
    The iboga alkaloid ibogaine and the novel iboga alkaloid congener 18-methoxycoronaridine are putative anti-addictive agents...
  35. He D, Ron D. Autoregulation of glial cell line-derived neurotrophic factor expression: implications for the long-lasting actions of the anti-addiction drug, Ibogaine. FASEB J. 2006;20:2420-2 pubmed
    ..factor (GDNF) pathway in the midbrain, is the molecular mechanism by which the putative anti-addiction drug Ibogaine mediates its desirable action of reducing alcohol consumption...
  36. Alper K, Lotsof H, Frenken G, Luciano D, Bastiaans J. Treatment of acute opioid withdrawal with ibogaine. Am J Addict. 1999;8:234-42 pubmed
    b>Ibogaine is an alkaloid with putative effect in acute opioid withdrawal...
  37. Mash D, Kovera C, Buck B, Norenberg M, Shapshak P, Hearn W, et al. Medication development of ibogaine as a pharmacotherapy for drug dependence. Ann N Y Acad Sci. 1998;844:274-92 pubmed
    ..b>Ibogaine is an indole alkaloid found in the roots of Tabernanthe iboga (Apocynaceae family), a rain forest shrub that is ..
  38. Bhargava H, Cao Y. Effects of noribogaine on the development of tolerance to antinociceptive action of morphine in mice. Brain Res. 1997;771:343-6 pubmed
    The effects of noribogaine, a metabolite of ibogaine, on the development of tolerance to the antinociception action of morphine was determined in male Swiss-Webster mice...
  39. Maisonneuve I, Glick S. Anti-addictive actions of an iboga alkaloid congener: a novel mechanism for a novel treatment. Pharmacol Biochem Behav. 2003;75:607-18 pubmed
  40. Wang D. Treatment of allergic rhinitis: H1-antihistamines and intranasal steroids. Curr Drug Targets Inflamm Allergy. 2002;1:215-20 pubmed
    ..From a clinical viewpoint, it will provide a useful guideline for an appropriate use of these drugs. ..
  41. Passarella D, Favia R, Giardini A, Lesma G, Martinelli M, Silvani A, et al. Ibogaine analogues. Synthesis and preliminary pharmacological evaluation of 7-heteroaryl-2-azabicyclo[2.2.2]oct-7-enes. Bioorg Med Chem. 2003;11:1007-14 pubmed
    ..2.2]oct-7-enes by cycloaddition and subsequent cross-coupling reaction is described. Binding affinity of these novel compounds towards the characteristic receptorial targets of ibogaine is illustrated.
  42. Zhang H, Cuevas J. Sigma receptors inhibit high-voltage-activated calcium channels in rat sympathetic and parasympathetic neurons. J Neurophysiol. 2002;87:2867-79 pubmed
    ..I(Ba)) currents was dose-dependent, and half-maximal inhibitory concentration (IC50) values for haloperidol, ibogaine, (+)-pentazocine, and 1,3-Di-O-tolylguanidin (DTG) were 6, 31, 61, and 133 microM, respectively...
  43. Delorenzi J, Attias M, Gattass C, Andrade M, Rezende C, da Cunha Pinto A, et al. Antileishmanial activity of an indole alkaloid from Peschiera australis. Antimicrob Agents Chemother. 2001;45:1349-54 pubmed
    ..Promastigotes and amastigotes treated with CLF or coronaridine showed pronounced alterations in their mitochondria as assessed by transmission electron microscopy. ..
  44. Taraschenko O, Maisonneuve I, Glick S. Sex differences in high fat-induced obesity in rats: Effects of 18-methoxycoronaridine. Physiol Behav. 2011;103:308-14 pubmed publisher
  45. Prezzavento O, Campisi A, Parenti C, Ronsisvalle S, Aricò G, Arena E, et al. Synthesis and resolution of cis-(+/-)-methyl (1R,2S/1S,2R)-2-[(4-hydroxy-4-phenylpiperidin-1-yl)methyl]-1-(4-methylphenyl)cyclopropanecarboxylate [(+/-)-PPCC)]: new sigma receptor ligands with neuroprotective effect. J Med Chem. 2010;53:5881-5 pubmed publisher
    ..They exhibited in vivo anti-opioid effects on kappa opioid (KOP) receptor-mediated analgesia. Our findings demonstrate that the enantiomers display mainly sigma(1) agonist activity and that they have neuroprotective effects. ..
  46. Kuehne M, He L, Jokiel P, Pace C, Fleck M, Maisonneuve I, et al. Synthesis and biological evaluation of 18-methoxycoronaridine congeners. Potential antiaddiction agents. J Med Chem. 2003;46:2716-30 pubmed
    ..The opioid activities were relatively low, and the alpha3beta4 nicotinic acetylcholine receptor activities were found to correlate with in vivo antiaddictive activities. ..
  47. Leal M, Emanuelli T, Porciúncula L, Souza D, Elisabetsky E. Ibogaine alters synaptosomal and glial glutamate release and uptake. Neuroreport. 2001;12:263-7 pubmed
    b>Ibogaine has aroused expectations as a potentially innovative medication for drug addiction...
  48. Blackburn J, Szumlinski K. Ibogaine effects on sweet preference and amphetamine induced locomotion: implications for drug addiction. Behav Brain Res. 1997;89:99-106 pubmed
    The neural basis of ibogaine's effects on drug-related behaviours is unclear...
  49. Chowdhury S, Kumar A, Godinho J, De Macedo Silva S, Zuma A, Saha S, et al. Voacamine alters Leishmania ultrastructure and kills parasite by poisoning unusual bi-subunit topoisomerase IB. Biochem Pharmacol. 2017;138:19-30 pubmed publisher
    ..The findings cumulatively provide a strong evidence that voacamine can be a promising drug candidate against trypanosomatid infections. ..
  50. Cachat J, Kyzar E, Collins C, Gaikwad S, Green J, Roth A, et al. Unique and potent effects of acute ibogaine on zebrafish: the developing utility of novel aquatic models for hallucinogenic drug research. Behav Brain Res. 2013;236:258-69 pubmed publisher
    An indole alkaloid, ibogaine is the principal psychoactive component of the iboga plant, used by indigenous peoples in West Africa for centuries...
  51. Szumlinski K, McCafferty C, Maisonneuve I, Glick S. Interactions between 18-methoxycoronaridine (18-MC) and cocaine: dissociation of behavioural and neurochemical sensitization. Brain Res. 2000;871:245-58 pubmed
  52. Baumann M, Rothman R, Ali S. Comparative neurobiological effects of ibogaine and MK-801 in rats. Drug Alcohol Depend. 2000;59:143-51 pubmed
    b>Ibogaine is a plant-derived alkaloid with putative 'anti-addictive' properties...
  53. Alburges M, Hanson G. Differential responses by neurotensin systems in extrapyramidal and limbic structures to ibogaine and cocaine. Brain Res. 1999;818:96-104 pubmed
    b>Ibogaine (Endabuse) is a psychoactive indole alkaloid found in the West African shrub, Tabernanthe iboga. This drug interrupts cocaine and amphetamine abuse and has been proposed for treatment of addiction to these stimulants...