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One new indole alkaloid derivative, 5,6-dioxo-11-hydroxy voacangine (1) together with four known compounds (2-5), were isolated from the fruits of Tabernaemontana inconspicua Stapf (Apocynaceae). T...

The aim of this study was: i) to carry out a structural analysis of ibogaine and noribogaine, ii) to identify products formed under light exposure (daylight or 254 nm, 20°C) of the two drugs in methanolic solutions, and iii) to examine the alkaloid contents of a specimen of root bark of the Tabernanthe iboga shrub using liquid chromatography‐electrospray mass spectrometry. After daylight exposure, two oxidation products were detected: ibochine and iboluteine from ibogaine, and desmethoxyibochine and desmethoxyiboluteine from noribogaine. After exposure to 254 nm of the ibogaine solution, another compound that could possibly be the analogous lactam of iboluteine was detected. From the liquid chromatography electrospray‐mass spectrometry analysis of the root barks of a specimen of the Tabernanthe iboga shrub, seven alkaloids were detected: ibochine (m/z 325), ibogaline (m/z 341), iboluteine (m/z 327), ibogaine (m/z 311), ibogamine (m/z 281) and voacangine (m/z 369). The last compound characterized ...

Tissue lines, selected from explants of Tabernanthe iboga H. Bn. and cultured in shake flasks, produced and released from three to five indole alkaloids into the culture medium. the iboga alkaloids in order of their relative abundance were ibogaine, dihydroxyibogamine, ibogamine, voacangine, and ibogaline. All five compounds have the same basic ring structure as ibogaine, a putative anti-addictive drug. Three of these could consistently be detected in culture medium that was removed and replaced at two-week intervals over periods of at least five months. the nutrient-hormone combination used consisted of Gamborg's B5 medium with 2% w/v sucrose, 2mg/l 2,4-dichlorophenoxy-acetic acid (2,4-D) and 0.1 mg/16-benzyladenine (BA). These results suggest that plant tissue culture procedures can be developed as an economically feasible and environmentally responsible source of ibogaine and other potential anti-addictive drugs.