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The Alkaloids of Tabernanthe iboga. Part III.1 Isolation Studies
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    The Alkaloids of Tabernanthe iboga. Part III.1 Isolation Studies
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 1958, 80, 1, 123–125
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    https://doi.org/10.1021/ja01534a035
    Published January 1, 1958

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    This article is cited by 42 publications.

    1. Tirtha Mandal, Gargi Chakraborti, Subhadip Maiti, Jyotirmayee Dash. Domino Grignard Addition and Oxidation for the One-Pot Synthesis of C2-Quaternary 2-Hydroxyindoxyls. Organic Letters 2019, 21 (19) , 8044-8048. https://doi.org/10.1021/acs.orglett.9b03022
    2. James D. White and, Younggi Choi. Catalyzed Asymmetric Diels−Alder Reaction of Benzoquinone. Total Synthesis of (−)-Ibogamine. Organic Letters 2000, 2 (15) , 2373-2376. https://doi.org/10.1021/ol0001463
    3. Rishab N. Iyer, David Favela, Andras Domokos, Guoliang Zhang, Arabo A. Avanes, Samuel J. Carter, Andrian G. Basargin, Alexis R. Davis, Dean J. Tantillo, David E. Olson. Efficient and modular synthesis of ibogaine and related alkaloids. Nature Chemistry 2025, 17 (3) , 412-420. https://doi.org/10.1038/s41557-024-01714-7
    4. Haojie Ma, Fengyuan Zhou, Yuqi Li, Yuqi Zhang, Guosheng Huang, Xing Yang, Ji‐Jiang Wang. Copper‐Catalyzed Oxidative Intramolecular Cyclization for the Synthesis of 2‐Hydroxy‐Indolin‐3‐Ones. Advanced Synthesis & Catalysis 2024, 366 (22) , 4639-4643. https://doi.org/10.1002/adsc.202400493
    5. Pierre Le Pogam, Mehdi A. Beniddir. Structural diversity and chemical logic underlying the assembly of monoterpene indole alkaloids oligomers. Natural Product Reports 2024, 41 (11) , 1723-1765. https://doi.org/10.1039/D4NP00011K
    6. Pawan S. Dhote, Pitambar Patel, Kumar Vanka, Chepuri V. Ramana. Total synthesis of the pseudoindoxyl class of natural products. Organic & Biomolecular Chemistry 2021, 19 (37) , 7970-7994. https://doi.org/10.1039/D1OB01285A
    7. Rishab N. Iyer, David Favela, Guoliang Zhang, David E. Olson. The iboga enigma: the chemistry and neuropharmacology of iboga alkaloids and related analogs. Natural Product Reports 2021, 38 (2) , 307-329. https://doi.org/10.1039/D0NP00033G
    8. Tirtha Mandal, Kalyan Dhara, Nabin Parui, Jyotirmayee Dash. Domino Relay Olefin Metathesis of Triallyl Oxindole and Indole Precursors to Access Cyclic Indoxyls and Carbazoles. ChemCatChem 2020, 12 (19) , 4754-4759. https://doi.org/10.1002/cctc.202000813
    9. Felix Krengel, Quentin Chevalier, Jonathan Dickinson, Josefina Herrera Santoyo, Ricardo Reyes Chilpa. Metabolite Profiling of Anti‐Addictive Alkaloids from Four Mexican Tabernaemontana Species and the Entheogenic African Shrub Tabernanthe iboga (Apocynaceae). Chemistry & Biodiversity 2019, 16 (4) https://doi.org/10.1002/cbdv.201800506
    10. Ashley C. Lindsay, Se Hun Kim, Jonathan Sperry. Non-monoterpenoid azepinoindole alkaloids. Natural Product Reports 2018, 35 (12) , 1347-1382. https://doi.org/10.1039/C8NP00047F
    11. Oscar R. Suárez Castillo, Myriam Meléndez-Rodríguez, Alberto Aristeo-Dominguez, Yaneth M. A. Contreras-Martínez, Lizbeth Suárez-Ramírez, Nayely Trejo-Carbajal, Pedro Joseph-Nathan. Dimethyldioxirane Oxidation of N-Substituted-2-methylindoles to Indoxyls and Bisindoxyls. HETEROCYCLES 2013, 87 (6) , 1249. https://doi.org/10.3987/COM-13-12669
    12. Kenneth R. Alper, Marina Stajić, James R. Gill. Fatalities Temporally Associated with the Ingestion of Ibogaine. Journal of Forensic Sciences 2012, 57 (2) , 398-412. https://doi.org/10.1111/j.1556-4029.2011.02008.x
    13. Kenneth Alper, Maarten E.A. Reith, Henry Sershen. Ibogaine and the inhibition of acetylcholinesterase. Journal of Ethnopharmacology 2012, 139 (3) , 879-882. https://doi.org/10.1016/j.jep.2011.12.006
    14. Linda M. Mascavage, Serge Jasmin, Philip E. Sonnet, Michael Wilson, David R. Dalton. Alkaloids. 2010https://doi.org/10.1002/14356007.a01_353.pub2
    15. James D. White, Younggi Choi. Catalyzed Asymmetric DielsAlder Reactions of Benzoquinone. Total Synthesis of (−)‐Ibogamine. Helvetica Chimica Acta 2002, 85 (12) , 4306-4327. https://doi.org/10.1002/hlca.200290014
    16. Kenneth R Alper. Chapter 1 Ibogaine: A review. 2001, 1-38. https://doi.org/10.1016/S0099-9598(01)56005-8
    17. Peter A.G.M. De Smet. Traditional pharmacology and medicine in Africa. Journal of Ethnopharmacology 1998, 63 (1-2) , 1-175. https://doi.org/10.1016/S0378-8741(98)00031-2
    18. S. I. Sakai, N. Aimi, E. Yamanaka, K. Yamaguchi. The Alkaloids. 1989, 200-257. https://doi.org/10.1007/978-3-642-74075-6_7
    19. Rolf Kyburz, Emanuel Schöpp, Manfred Hesse. Peduncularistin, Triabunnin und Aristolarin, drei neue Indolalkaloide aus Aristotelia peduncularis (L ABILL .) H OOK . F., 191. Mitteilung über organische Naturstoffe. Helvetica Chimica Acta 1984, 67 (3) , 804-814. https://doi.org/10.1002/hlca.19840670322
    20. B. Oliver-Bever. Medicinal plants in tropical west africa II. Plants acting on the nervous system. Journal of Ethnopharmacology 1983, 7 (1) , 1-93. https://doi.org/10.1016/0378-8741(83)90082-X
    21. Geoffrey A. Cordell, J. Edwin Saxton. Chapter 1 Bisindole Alkaloids. 1981, 1-295. https://doi.org/10.1016/S1876-0813(08)60246-8
    22. David G.I. Kingston, B.B. Gerhart, F. Ionescu, M.M. Mangino, S.M. Sami. Plant Anticancer Agents V: New Bisindole Alkaloids from Tabernaemontana johnstonii Stem Bark. Journal of Pharmaceutical Sciences 1978, 67 (2) , 249-251. https://doi.org/10.1002/jps.2600670232
    23. David G.I. Kingston. Plant Anticancer Agents VI: Isolation of Voacangine, Voacamine, and Epivoacorine from Tabernaemontana arborea Sap. Journal of Pharmaceutical Sciences 1978, 67 (2) , 271-272. https://doi.org/10.1002/jps.2600670242
    24. Anne-Marie Bui, Maurice-Marie Debray, Pierre Boiteau, Pierre Potier. Étude chimiotaxonomique de quelques espéces de Hazunta. Phytochemistry 1977, 16 (6) , 703-706. https://doi.org/10.1016/S0031-9422(00)89235-3
    25. Elisabetta Bertol, Francesco Mari, Rino Froldi. Détection de l'ibogaïne dans les liquides organiques. Journal of Chromatography A 1976, 117 (1) , 239-241. https://doi.org/10.1016/S0021-9673(00)81092-4
    26. M. De Bellefon, M.-M. Debray, L. Le Men-Olivier, J. Le Men. Alcaloides du Pandaca mocquerysii var. Pendula. Phytochemistry 1975, 14 (7) , 1649-1652. https://doi.org/10.1016/0031-9422(75)85374-X
    27. P A Crooks, B Robinson. Conopharyngine pseudoindoxyl, a new alkaloid from Tabernamontana pachysiphon Stapf, var cumminsii (Stapf.) H. Huber. Journal of Pharmacy and Pharmacology 1973, 25 (10) , 820-823. https://doi.org/10.1111/j.2042-7158.1973.tb09948.x
    28. Yves Rolland, Guy Croquelois, Nicole Kunesch, Pierre Boiteau, Maurice Debray, Jacques Pecher, Jacques Poisson. Alcaloïdes des feuilles de Voacanga thouarsii. Phytochemistry 1973, 12 (8) , 2039-2042. https://doi.org/10.1016/S0031-9422(00)91531-0
    29. Walter E. Meyer, John A. Coppola, Leon Goldman. Alkaloid Studies VIII: Isolation and Characterization of Alkaloids of Tabernaemontana Heyneana Wall and Antifertility Properties of Coronaridine. Journal of Pharmaceutical Sciences 1973, 62 (7) , 1199-1201. https://doi.org/10.1002/jps.2600620733
    30. G.Paolo Cartoni, Alberto Giarusso. Gas chromatographic determination of iboga ine in biological fluids. Journal of Chromatography A 1972, 71 (1) , 154-158. https://doi.org/10.1016/S0021-9673(01)85700-9
    31. K. Jankowski, Iowna Jankowska. Alcaloide des Canneberges II. Experientia 1971, 27 (12) , 1383-1384. https://doi.org/10.1007/BF02154241
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    34. Harrison G. Pope. Tabernanthe iboga: an African narcotic plant of social importance. Economic Botany 1969, 23 (2) , 174-184. https://doi.org/10.1007/BF02860623
    35. Manfred Hesse. Oxindol-Alkaloide. 1968, 138-145. https://doi.org/10.1007/978-3-662-30574-4_17
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    37. D.W. Thomas, K. Biemann. The hydroxyindolenine derivative of voacangine, a new indole alkaloid from Voacanga africana. Tetrahedron 1968, 24 (11) , 4223-4231. https://doi.org/10.1016/0040-4020(68)88184-0
    38. W.I. Taylor. Chapter 9 The Iboga and Voacanga Alkaloids. 1965, 203-235. https://doi.org/10.1016/S1876-0813(08)60048-2
    39. Mikio Yamasaki, Edward Leete. Biosynthesis of the Iboga alkaloids : The incorporation of tryptophan-3-C14 into Ibogaine. Tetrahedron Letters 1964, 5 (23) , 1499-1501. https://doi.org/10.1016/S0040-4039(01)89519-8
    40. Alfred Rieche, Ernst Schmitz, Manfred Schutz. Peroxygenierung organischer Verbindungen. Zeitschrift für Chemie 1963, 3 (12) , 443-452. https://doi.org/10.1002/zfch.19630031202
    41. W. I. Taylor, A. J. Frey, A. Hofmann. Vomilenin und seine Umwandlung in Perakin. Helvetica Chimica Acta 1962, 45 (2) , 611-614. https://doi.org/10.1002/hlca.19620450225
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 1958, 80, 1, 123–125
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja01534a035
    Published January 1, 1958

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