Alkaloids ibogaine

Staley J., Ouyang Q., Pablo J. et al. Pharmacological screen for activities of 12-hydroxyibogamine a primary metabolite of the indole alkaloid ibogaine. Psychopharmacology. 127 10, 1996. 

Popik P. (1996). Facilitation of memory retrieval by the "anti-addictive" alkaloid, ibogaine. Life Sci. 59(24) PL37945. 

Synaptic dopamine transporters are inhibited by various psychotropic alkaloids including the tropane alkaloid cocaine [189, 190], the indole alkaloid ibogaine [191] and by amphetamine (methylphenethylamine) and related compounds [192, 193]. 

Synaptic serotonin (5-hydroxytryptamine) transporters are inhibited by amphetamines, the tropane alkaloids cocaine and ecgonine [194] and by the indole alkaloid ibogaine (12-methoxyibogamine) and its demethylation product ibogamine [191, 195]. Hyperforin is a major antidepressant constituent of St. John s Wort (Hypericum perforatum) and inhibits serotonin uptake by elevating cytosolic Na+ [196]. The additional... 

Although the isolation of the principal alkaloid, ibogaine, of Taber-nanthe iboga was described at the turn of the present century (1), it was not until the early 1950 s that serious work on its structure was begun. It had been shown to contain a methoxy group and, by means of color reactions (19) and by measurement of its UV-spectrum, to be an indole (20), but it was not recognized to be a methoxyindole until permanganate oxidation was found to afford 5-methoxy-A-oxalylanthranilic acid (21). 

Another example is the indole alkaloid ibogaine. Radioligand binding assays revealed that ibogaine interacted with a wide variety of receptors at concns. of 1-100 p.M. These included the opiate, 5-HT2, 5HT3, and muscarinic [, 2 receptors, and the dopamine, norepinephrine, and serotonin uptake sites. Furthermore, ibogaine interacted with N-methyl-D-aspartic acid (NMDA) associated ion and sodium ion channels. This broad spectrum of activity may in part be responsible for ibogaine s putative anti-addictive activity [80]. 

Indole alkaloid dragmacidin E, 108-109 Indole alkaloid ibogaine anxiolyticlike, 267-269... 

From (4), ergot alkaloids, classified as indole alkaloids are isolated.The noted semisynthetic hallucinogen LSD was prepared from lysergic acid derived fixim these alkaloids. Ibogaine, psilocine, 5-methoxy-N,N-dimethyltryptamine and N,N-dimethyltryptamine are also hallucinogens which are classified as indole alkaloids. 

The alkaloid ibogaine (LIV), despite being a formal derivative of skeletal pattern XXII whereas yohimbine is a formal derivative of skeletal pattern XXI, shows similar activity to yohimbine in so far as it produces anxiety in normal individuals and induces a psychotic state in schizophrenics [1061, 1078, 1080-1082] as well as raising the blood pressure in conscious animals [1061, 1083] but not in anaesthetized animals [1061, 1083, 1084]. However, in contrast to the position with yohimbine, the hypertensive effect can be overcome by atropine [1083]. 

Scheme 42.11 The alkaloid ibogaine and the synthetic apomorphine, which modulate dopaminergic function...

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