Synthesis of 7-heteroaryl-2-azabicyclo[2.2.2]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.
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Oxa-Iboga alkaloids lack cardiac risk and disrupt opioid use in animal models.
Nat Commun
September 2024
Department of Chemistry, Columbia University, New York, NY, 10027, USA.
Article Synopsis
- Oxa-iboga compounds are newly developed analogs of ibogaine, designed to retain therapeutic benefits while eliminating cardiac safety risks.
- These compounds demonstrate effectiveness in reducing opioid intake and withdrawal symptoms in animal models, outperforming traditional treatments.
- Oxa-noribogaine specifically acts as a kappa opioid receptor agonist, offering a unique approach to treating substance use disorders with potential for long-lasting effects.
New frontiers in the biosynthesis of psychoactive specialized metabolites.
Curr Opin Plant Biol
December 2024
Department of Biological Sciences, University of Calgary, Calgary, Alberta, T2N 1N4, Canada. Electronic address:
The recent relaxation of psychedelic drug regulations has prompted extensive clinical investigation into their potential use to treat diverse mental health conditions including anxiety, depression, post-traumatic stress, and substance-abuse disorders. Most clinical trials have relied on a small number of known molecules found in nature, such as psilocybin, or long-known synthetic analogs of natural metabolites, including lysergic acid diethylamide (LSD). Elucidation of biosynthetic pathways leading to several psychedelic compounds has established an opportunity to use synthetic biology as a complement to synthetic chemistry for the preparation of novel derivatives with potentially superior pharmacological properties compared with known drugs.
View Article and Find Full Text PDFCoronaridine congeners induce anticonvulsant activity in rodents by hippocampal mechanisms involving mainly potentiation of GABA receptors.
Eur J Pharmacol
November 2024
Department of Medical Biochemistry, Rouen University Hospital, CHU de Rouen, France; Laboratory of Neuroendocrine, Endocrine and Germinal Differentiation and Communication (NorDiC), Inserm UMR 1239, University Rouen Normandie, 76000 Rouen, France; Normandie University, UNIROUEN, Institute for Research and Innovation in Biomedicine of Normandy (IRIB) Rouen, France. Electronic address:
Article Synopsis
- The study investigates the anticonvulsant effects of coronaridine congeners, catharanthine and 18-MC, on male and female mice, revealing that both compounds show acute anticonvulsant activity independent of sex.
- Repeated treatment with a low dose of these congeners increased their anticonvulsant effectiveness more in males than in females, indicating a gender difference in response.
- The mechanisms involved include GABA receptor (GABAR) potentiation in the hippocampus, with less influence from monoamines like dopamine and serotonin.
Ibogaine Induces Cardiotoxic Necrosis in Rats-The Role of Redox Processes.
Int J Mol Sci
June 2024
Department of Physiology, Institute for Biological Research "Siniša Stanković"-National Institute of the Republic of Serbia, University of Belgrade, Bulevar Despota Stefana 142, 11060 Belgrade, Serbia.
Ibogaine is an organic indole alkaloid that is used in alternative medicine to combat addiction. Numerous cases of life-threatening complications and sudden deaths associated with ibogaine use have been reported, and it has been hypothesized that the adverse effects are related to ibogaine's tendency to induce cardiac arrhythmias. Considering that the bioavailability of ibogaine and its primary metabolite noribogaine is two to three times higher in female rats than in male rats, we here investigated the effect of a single oral dose (1 or 20 mg/kg) of ibogaine on cardiac histopathology and oxidative/antioxidant balance.
View Article and Find Full Text PDFCatharanthine Modulates Mesolimbic Dopamine Transmission and Nicotine Psychomotor Effects via Inhibition of α6-Nicotinic Receptors and Dopamine Transporters.
ACS Chem Neurosci
May 2024
Department of Psychology/Neuroscience, Brigham Young University, Provo, Utah 84602, United States.
Iboga alkaloids, also known as coronaridine congeners, have shown promise in the treatment of alcohol and opioid use disorders. The objective of this study was to evaluate the effects of catharanthine and 18-methoxycoronaridine (18-MC) on dopamine (DA) transmission and cholinergic interneurons in the mesolimbic DA system, nicotine-induced locomotor activity, and nicotine-taking behavior. Utilizing fast-scan cyclic voltammetry (FSCV) in the nucleus accumbens core of male mice, we found that catharanthine or 18-MC differentially inhibited evoked DA release.
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