ibogaine (BioDeep_00000007240)

   

natural product


代谢物信息卡片


Ibogamine, 12-methoxy-

化学式: C20H26N2O (310.2045026)
中文名称: 伊波加因
谱图信息: 最多检出来源 Viridiplantae(plant) 50%

分子结构信息

SMILES: CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC
InChI: InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3

描述信息

An organic heteropentacyclic compound that is ibogamine in which the indole hydrogen para to the indole nitrogen has been replaced by a methoxy group.
D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens

同义名列表

3 个代谢物同义名

10-Methoxyibogamine; ibogaine; Ibogamine, 12-methoxy-



数据库引用编号

17 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Kirsten Cherian, Kenneth Shinozuka, Burton J Tabaac, Alejandro Arenas, Bryce D Beutler, Viviana D Evans, Chelsey Fasano, Owen S Muir. Psychedelic Therapy: A Primer for Primary Care Clinicians-Ibogaine. American journal of therapeutics. 2024 Mar; 31(2):e133-e140. doi: 10.1097/mjt.0000000000001723. [PMID: 38518270]
  • Kirsten N Cherian, Jackob N Keynan, Lauren Anker, Afik Faerman, Randi E Brown, Ahmed Shamma, Or Keynan, John P Coetzee, Jean-Marie Batail, Angela Phillips, Nicholas J Bassano, Gregory L Sahlem, Jose Inzunza, Trevor Millar, Jonathan Dickinson, C E Rolle, Jennifer Keller, Maheen Adamson, Ian H Kratter, Nolan R Williams. Magnesium-ibogaine therapy in veterans with traumatic brain injuries. Nature medicine. 2024 Jan; ?(?):. doi: 10.1038/s41591-023-02705-w. [PMID: 38182784]
  • Julio César Carrero, Violeta Curay-Herrera, Lysette Chacón-Niño, Felix Krengel, Silvia-Laura Guzmán-Gutiérrez, Mayra Silva-Miranda, Luisa-Carolina González-Ramírez, Raúl J Bobes, Clara Espitia, Ricardo Reyes-Chilpa, Juan-Pedro Laclette. Potent Anti-amoebic Effects of Ibogaine, Voacangine and the Root Bark Alkaloid Fraction of Tabernaemontana arborea. Planta medica. 2023 Feb; 89(2):148-157. doi: 10.1055/a-1809-1157. [PMID: 35338475]
  • Yao Chen, Jirui Yang, Yi Zuo, Chaozheng Zhang, Yiru Pu, Qing Ren, Xiao Li, Yunqian Huang, Hui Huang, Huan Yang, Ouyang You, Xila Xia, Aiping Lu, Sanjun Shi, Yun Deng, Jun Lu. Voacamine is a novel inhibitor of EGFR exerting oncogenic activity against colorectal cancer through the mitochondrial pathway. Pharmacological research. 2022 10; 184(?):106415. doi: 10.1016/j.phrs.2022.106415. [PMID: 36029932]
  • Lakhveer Singh, Manjari Singh, Shubham Rastogi, Anurag Choudhary, Dinesh Kumar, Ritu Raj, Mohd Nazam Ansari, Abdulaziz S Saeedan, Gaurav Kaithwas. Effect of Voacamine upon inhibition of hypoxia induced fatty acid synthesis in a rat model of methyln-nitrosourea induced mammary gland carcinoma. BMC molecular and cell biology. 2021 Jun; 22(1):33. doi: 10.1186/s12860-021-00371-9. [PMID: 34090331]
  • Paola Rodrı Guez, Jessika Urbanavicius, José Pedro Prieto, Sara Fabius, Ana Laura Reyes, Vaclav Havel, Dalibor Sames, Cecilia Scorza, Ignacio Carrera. A Single Administration of the Atypical Psychedelic Ibogaine or Its Metabolite Noribogaine Induces an Antidepressant-Like Effect in Rats. ACS chemical neuroscience. 2020 06; 11(11):1661-1672. doi: 10.1021/acschemneuro.0c00152. [PMID: 32330007]
  • Maria Condello, Evelin Pellegrini, Giuseppina Multari, Francesca Romana Gallo, Stefania Meschini. Voacamine: Alkaloid with its essential dimeric units to reverse tumor multidrug resistance. Toxicology in vitro : an international journal published in association with BIBRA. 2020 Jun; 65(?):104819. doi: 10.1016/j.tiv.2020.104819. [PMID: 32135239]
  • Rhea C Garcellano, John R Cort, Syed G A Moinuddin, Scott G Franzblau, Rui Ma, Alicia M Aguinaldo. An iboga alkaloid chemotaxonomic marker from endemic Tabernaemontana ternifolia with antitubercular activity. Natural product research. 2020 Apr; 34(8):1175-1179. doi: 10.1080/14786419.2018.1550759. [PMID: 30773907]
  • Yan-Qiu Wang, Hong-Xiang Li, Xiao-Chun Liu, Jin-Shuang Zhao, Rong-Qiang Liu, Wen-Ying Huai, Wei-Jun Ding, Tian-E Zhang, Yun Deng. One bis-indole alkaloid-voacamine from Voacanga africana Stapf: biological activity evaluation of PTP1B in vitro utilizing enzymology method based on SPRi expriment. Natural product research. 2019 Dec; 33(23):3459-3463. doi: 10.1080/14786419.2018.1480623. [PMID: 29852800]
  • Luisa Giansanti, Maria Condello, Barbara Altieri, Luciano Galantini, Stefania Meschini, Giovanna Mancini. Influence of lipid composition on the ability of liposome loaded voacamine to improve the reversion of doxorubicin resistant osteosarcoma cells. Chemistry and physics of lipids. 2019 09; 223(?):104781. doi: 10.1016/j.chemphyslip.2019.05.006. [PMID: 31229409]
  • Scott C Farrow, Mohamed O Kamileen, Lorenzo Caputi, Kate Bussey, Julia E A Mundy, Rory C McAtee, Corey R J Stephenson, Sarah E O'Connor. Biosynthesis of an Anti-Addiction Agent from the Iboga Plant. Journal of the American Chemical Society. 2019 08; 141(33):12979-12983. doi: 10.1021/jacs.9b05999. [PMID: 31364847]
  • Felix Krengel, Marco V Mijangos, Marisol Reyes-Lezama, Ricardo Reyes-Chilpa. Extraction and Conversion Studies of the Antiaddictive Alkaloids Coronaridine, Ibogamine, Voacangine, and Ibogaine from Two Mexican Tabernaemontana Species (Apocynaceae). Chemistry & biodiversity. 2019 Jul; 16(7):e1900175. doi: 10.1002/cbdv.201900175. [PMID: 31095891]
  • Jonathan A Coleman, Dongxue Yang, Zhiyu Zhao, Po-Chao Wen, Craig Yoshioka, Emad Tajkhorshid, Eric Gouaux. Serotonin transporter-ibogaine complexes illuminate mechanisms of inhibition and transport. Nature. 2019 05; 569(7754):141-145. doi: 10.1038/s41586-019-1135-1. [PMID: 31019304]
  • Ingvar R Möller, Marika Slivacka, Anne Kathrine Nielsen, Søren G F Rasmussen, Ulrik Gether, Claus J Loland, Kasper D Rand. Conformational dynamics of the human serotonin transporter during substrate and drug binding. Nature communications. 2019 04; 10(1):1687. doi: 10.1038/s41467-019-09675-z. [PMID: 30976000]
  • José M Matamoros-Castillo, César Jávega-Manjón, Pilar Sierra-San Miguel, Asunción Pino-Pino, Lorenzo Livianos-Aldana. The paradox of iboga: intoxication by a natural detoxification remedy. Actas espanolas de psiquiatria. 2019 Mar; 47(2):70-8. doi: ". [PMID: 31017277]
  • Michael J Wasko, Paula A Witt-Enderby, Christopher K Surratt. DARK Classics in Chemical Neuroscience: Ibogaine. ACS chemical neuroscience. 2018 10; 9(10):2475-2483. doi: 10.1021/acschemneuro.8b00294. [PMID: 30216039]
  • Scott C Farrow, Mohamed O Kamileen, Jessica Meades, Belinda Ameyaw, Youli Xiao, Sarah E O'Connor. Cytochrome P450 and O-methyltransferase catalyze the final steps in the biosynthesis of the anti-addictive alkaloid ibogaine from Tabernanthe iboga. The Journal of biological chemistry. 2018 09; 293(36):13821-13833. doi: 10.1074/jbc.ra118.004060. [PMID: 30030374]
  • Hugo R Arias, Olena Lykhmus, Kateryna Uspenska, Maryna Skok. Coronaridine congeners modulate mitochondrial α3β4* nicotinic acetylcholine receptors with different potency and through distinct intra-mitochondrial pathways. Neurochemistry international. 2018 03; 114(?):26-32. doi: 10.1016/j.neuint.2017.12.008. [PMID: 29277577]
  • Joseph P Barsuglia, Martin Polanco, Robert Palmer, Benjamin J Malcolm, Benjamin Kelmendi, Tanya Calvey. A case report SPECT study and theoretical rationale for the sequential administration of ibogaine and 5-MeO-DMT in the treatment of alcohol use disorder. Progress in brain research. 2018; 242(?):121-158. doi: 10.1016/bs.pbr.2018.08.002. [PMID: 30471678]
  • H M Mazhar Asjad, Ameya Kasture, Ali El-Kasaby, Michael Sackel, Thomas Hummel, Michael Freissmuth, Sonja Sucic. Pharmacochaperoning in a Drosophila model system rescues human dopamine transporter variants associated with infantile/juvenile parkinsonism. The Journal of biological chemistry. 2017 11; 292(47):19250-19265. doi: 10.1074/jbc.m117.797092. [PMID: 28972153]
  • Somenath Roy Chowdhury, Ashish Kumar, Joseane Lima Prado Godinho, Sara Teixeira De Macedo Silva, Aline Araujo Zuma, Sourav Saha, Neha Kumari, Juliany Cola Fernandes Rodrigues, Shyam Sundar, Jean-Claude Dujardin, Syamal Roy, Wanderley De Souza, Sibabrata Mukhopadhyay, Hemanta K Majumder. Voacamine alters Leishmania ultrastructure and kills parasite by poisoning unusual bi-subunit topoisomerase IB. Biochemical pharmacology. 2017 08; 138(?):19-30. doi: 10.1016/j.bcp.2017.05.002. [PMID: 28483460]
  • Marieke Henstra, Liza Wong, Abdel Chahbouni, Noortje Swart, Cor Allaart, Ferdi Sombogaard. Toxicokinetics of ibogaine and noribogaine in a patient with prolonged multiple cardiac arrhythmias after ingestion of internet purchased ibogaine. Clinical toxicology (Philadelphia, Pa.). 2017 Jul; 55(6):600-602. doi: 10.1080/15563650.2017.1287372. [PMID: 28489458]
  • Lena Rubi, Daniel Eckert, Stefan Boehm, Karlheinz Hilber, Xaver Koenig. Anti-addiction Drug Ibogaine Prolongs the Action Potential in Human Induced Pluripotent Stem Cell-Derived Cardiomyocytes. Cardiovascular toxicology. 2017 04; 17(2):215-218. doi: 10.1007/s12012-016-9366-y. [PMID: 27020671]
  • Felix Krengel, Josefina Herrera Santoyo, Teresa de Jesús Olivera Flores, Víctor M Chávez Ávila, Francisco J Pérez Flores, Ricardo Reyes Chilpa. Quantification of Anti-Addictive Alkaloids Ibogaine and Voacangine in In Vivo- and In Vitro-Grown Plants of Two Mexican Tabernaemontana Species. Chemistry & biodiversity. 2016 Dec; 13(12):1730-1737. doi: 10.1002/cbdv.201600146. [PMID: 27448833]
  • Angela Paterna, Sofia E Gomes, Pedro M Borralho, Silva Mulhovo, Cecília M P Rodrigues, Maria-José U Ferreira. Vobasinyl-Iboga Alkaloids from Tabernaemontana elegans: Cell Cycle Arrest and Apoptosis-Inducing Activity in HCT116 Colon Cancer Cells. Journal of natural products. 2016 10; 79(10):2624-2634. doi: 10.1021/acs.jnatprod.6b00552. [PMID: 27704811]
  • Pieter Beerepoot, Vincent M Lam, Ali Salahpour. Pharmacological Chaperones of the Dopamine Transporter Rescue Dopamine Transporter Deficiency Syndrome Mutations in Heterologous Cells. The Journal of biological chemistry. 2016 Oct; 291(42):22053-22062. doi: 10.1074/jbc.m116.749119. [PMID: 27555326]
  • Ameya Kasture, Ali El-Kasaby, Daniel Szöllősi, H M Mazhar Asjad, Alexandra Grimm, Thomas Stockner, Thomas Hummel, Michael Freissmuth, Sonja Sucic. Functional Rescue of a Misfolded Drosophila melanogaster Dopamine Transporter Mutant Associated with a Sleepless Phenotype by Pharmacological Chaperones. The Journal of biological chemistry. 2016 09; 291(40):20876-20890. doi: 10.1074/jbc.m116.737551. [PMID: 27481941]
  • Simon Authier, Michael V Accardi, Dominique Paquette, Mylène Pouliot, Joseph Arezzo, R John Stubbs, Ronald J Gerson, Lawrence T Friedhoff, Holger Weis. Functional neurotoxicity evaluation of noribogaine using video-EEG in cynomolgus monkeys. Journal of pharmacological and toxicological methods. 2016 Sep; 81(?):306-12. doi: 10.1016/j.vascn.2016.04.012. [PMID: 27126304]
  • Zygmunt Zdrojewicz, Bartłomiej Kuszczak, Natalia Olszak. [Ibogaine - structure, influence on human body, clinical relevance]. Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego. 2016 Jul; 41(241):50-55. doi: . [PMID: 27734823]
  • Laurie Cloutier-Gill, Evan Wood, Trevor Millar, Caroline Ferris, M Eugenia Socias. Remission of Severe Opioid Use Disorder with Ibogaine: A Case Report. Journal of psychoactive drugs. 2016 Jul; 48(3):214-7. doi: 10.1080/02791072.2016.1180467. [PMID: 27192438]
  • Choy-Eng Nge, Kam-Weng Chong, Noel F Thomas, Siew-Huah Lim, Yun-Yee Low, Toh-Seok Kam. Ibogan, Aspidosperman, Vincamine, and Bisindole Alkaloids from a Malayan Tabernaemontana corymbosa: Iboga Alkaloids with C-20α Substitution. Journal of natural products. 2016 05; 79(5):1388-99. doi: 10.1021/acs.jnatprod.6b00129. [PMID: 27077800]
  • Yuan-Wei Zhang, Benjamin E Turk, Gary Rudnick. Control of serotonin transporter phosphorylation by conformational state. Proceedings of the National Academy of Sciences of the United States of America. 2016 May; 113(20):E2776-83. doi: 10.1073/pnas.1603282113. [PMID: 27140629]
  • Kenneth Alper, Rong Bai, Nian Liu, Steven J Fowler, Xi-Ping Huang, Silvia G Priori, Yanfei Ruan. hERG Blockade by Iboga Alkaloids. Cardiovascular toxicology. 2016 Jan; 16(1):14-22. doi: 10.1007/s12012-015-9311-5. [PMID: 25636206]
  • Hong-Mei Chen, Yu-Ting Yang, Hong-Xiang Li, Zhi-Xing Cao, Xiao-Mei Dan, Ling Mei, Da-Le Guo, Chuan-Xia Song, Yu Dai, Jia Hu, Yun Deng. Cytotoxic monoterpenoid indole alkaloids isolated from the barks of Voacanga africana Staph. Natural product research. 2016; 30(10):1144-9. doi: 10.1080/14786419.2015.1046132. [PMID: 26140390]
  • Charles W O'Connell, Roy R Gerona, Matthew W Friesen, Binh T Ly. Internet-purchased ibogaine toxicity confirmed with serum, urine, and product content levels. The American journal of emergency medicine. 2015 Jul; 33(7):985.e5-6. doi: 10.1016/j.ajem.2014.12.023. [PMID: 25687617]
  • Aleksandra Nikolić-Kokić, Zorana Oreščanin-Dušić, Ivan Spasojević, Marija Slavić, Ana Mijušković, Roman Paškulin, Čedo Miljević, Mihajlo B Spasić, Duško P Blagojević. Ex vivo effects of ibogaine on the activity of antioxidative enzymes in human erythrocytes. Journal of ethnopharmacology. 2015 Apr; 164(?):64-70. doi: 10.1016/j.jep.2015.01.037. [PMID: 25660330]
  • Xaver Koenig, Karlheinz Hilber. The anti-addiction drug ibogaine and the heart: a delicate relation. Molecules (Basel, Switzerland). 2015 Jan; 20(2):2208-28. doi: 10.3390/molecules20022208. [PMID: 25642835]
  • Ali El-Kasaby, Florian Koban, Harald H Sitte, Michael Freissmuth, Sonja Sucic. A cytosolic relay of heat shock proteins HSP70-1A and HSP90β monitors the folding trajectory of the serotonin transporter. The Journal of biological chemistry. 2014 Oct; 289(42):28987-9000. doi: 10.1074/jbc.m114.595090. [PMID: 25202009]
  • Ben-Qin Tang, Wen-Jing Wang, Xiao-Jun Huang, Guo-Qiang Li, Lei Wang, Ren-Wang Jiang, Ting-Ting Yang, Lei Shi, Xiao-Qi Zhang, Wen-Cai Ye. Iboga-Type Alkaloids from Ervatamia officinalis. Journal of natural products. 2014 Aug; 77(8):1839-46. doi: 10.1021/np500240b. [PMID: 25093992]
  • Antonio Currais, Chandramouli Chiruta, Marie Goujon-Svrzic, Gustavo Costa, Tânia Santos, Maria Teresa Batista, Jorge Paiva, Maria do Céu Madureira, Pamela Maher. Screening and identification of neuroprotective compounds relevant to Alzheimer׳s disease from medicinal plants of S. Tomé e Príncipe. Journal of ethnopharmacology. 2014 Aug; 155(1):830-40. doi: 10.1016/j.jep.2014.06.046. [PMID: 24971794]
  • Maria Condello, Dario Cosentino, Silvia Corinti, Gabriella Di Felice, Giuseppina Multari, Francesca Romana Gallo, Giuseppe Arancia, Stefania Meschini. Voacamine modulates the sensitivity to doxorubicin of resistant osteosarcoma and melanoma cells and does not induce toxicity in normal fibroblasts. Journal of natural products. 2014 Apr; 77(4):855-62. doi: 10.1021/np400950h. [PMID: 24720452]
  • Yuko Terada, Syunji Horie, Hiromitsu Takayama, Kunitoshi Uchida, Makoto Tominaga, Tatsuo Watanabe. Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree. Journal of natural products. 2014 Feb; 77(2):285-97. doi: 10.1021/np400885u. [PMID: 24484240]
  • Patrick Thurner, Anna Stary-Weinzinger, Hend Gafar, Vaibhavkumar S Gawali, Oliver Kudlacek, Juergen Zezula, Karlheinz Hilber, Stefan Boehm, Walter Sandtner, Xaver Koenig. Mechanism of hERG channel block by the psychoactive indole alkaloid ibogaine. The Journal of pharmacology and experimental therapeutics. 2014 Feb; 348(2):346-58. doi: 10.1124/jpet.113.209643. [PMID: 24307198]
  • Markus R Meyer, Achim Caspar, Simon D Brandt, Hans H Maurer. A qualitative/quantitative approach for the detection of 37 tryptamine-derived designer drugs, 5 β-carbolines, ibogaine, and yohimbine in human urine and plasma using standard urine screening and multi-analyte approaches. Analytical and bioanalytical chemistry. 2014 Jan; 406(1):225-37. doi: 10.1007/s00216-013-7425-9. [PMID: 24173660]
  • Xaver Koenig, Michael Kovar, Lena Rubi, Agnes K Mike, Peter Lukacs, Vaibhavkumar S Gawali, Hannes Todt, Karlheinz Hilber, Walter Sandtner. Anti-addiction drug ibogaine inhibits voltage-gated ionic currents: a study to assess the drug's cardiac ion channel profile. Toxicology and applied pharmacology. 2013 Dec; 273(2):259-68. doi: 10.1016/j.taap.2013.05.012. [PMID: 23707769]
  • Cédric Mazoyer, Jérémy Carlier, Alexandra Boucher, Michel Péoc'h, Catherine Lemeur, Yvan Gaillard. 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. Journal of forensic sciences. 2013 Nov; 58(6):1666-72. doi: 10.1111/1556-4029.12250. [PMID: 23919354]
  • Wantida Chaiyana, Jan Schripsema, Kornkanok Ingkaninan, Siriporn Okonogi. 3'-R/S-hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Apr; 20(6):543-8. doi: 10.1016/j.phymed.2012.12.016. [PMID: 23375813]
  • Thomas Kingsley Brown. Ibogaine in the treatment of substance dependence. Current drug abuse reviews. 2013 Mar; 6(1):3-16. doi: 10.2174/15672050113109990001. [PMID: 23627782]
  • Tamara Antonio, Steven R Childers, Richard B Rothman, Christina M Dersch, Christine King, Martin Kuehne, William G Bornmann, Amy J Eshleman, Aaron Janowsky, Eric R Simon, Maarten E A Reith, Kenneth Alper. Effect of Iboga alkaloids on µ-opioid receptor-coupled G protein activation. PloS one. 2013; 8(10):e77262. doi: 10.1371/journal.pone.0077262. [PMID: 24204784]
  • Jonathan Cachat, Evan J Kyzar, Christopher Collins, Siddharth Gaikwad, Jeremy Green, Andrew Roth, Mohamed El-Ounsi, Ari Davis, Mimi Pham, Samuel Landsman, Adam Michael Stewart, Allan V Kalueff. Unique and potent effects of acute ibogaine on zebrafish: the developing utility of novel aquatic models for hallucinogenic drug research. Behavioural brain research. 2013 Jan; 236(1):258-269. doi: 10.1016/j.bbr.2012.08.041. [PMID: 22974549]
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  • F P Paling, L M Andrews, G D Valk, H J Blom. Life-threatening complications of ibogaine: three case reports. The Netherlands journal of medicine. 2012 Nov; 70(9):422-4. doi: ". [PMID: 23123541]
  • Roman Paškulin, Polona Jamnik, Tjaša Danevčič, Gordana Koželj, Rok Krašovec, Dijana Krstić-Milošević, Duško Blagojević, Borut Strukelj. Metabolic plasticity and the energy economizing effect of ibogaine, the principal alkaloid of Tabernanthe iboga. Journal of ethnopharmacology. 2012 Aug; 143(1):319-24. doi: 10.1016/j.jep.2012.06.039. [PMID: 22751004]
  • Simon Bulling, Klaus Schicker, Yuan-Wei Zhang, Thomas Steinkellner, Thomas Stockner, Christian W Gruber, Stefan Boehm, Michael Freissmuth, Gary Rudnick, Harald H Sitte, Walter Sandtner. The mechanistic basis for noncompetitive ibogaine inhibition of serotonin and dopamine transporters. The Journal of biological chemistry. 2012 May; 287(22):18524-34. doi: 10.1074/jbc.m112.343681. [PMID: 22451652]
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  • Kenneth R Alper, Marina Stajić, James R Gill. Fatalities temporally associated with the ingestion of ibogaine. Journal of forensic sciences. 2012 Mar; 57(2):398-412. doi: 10.1111/j.1556-4029.2011.02008.x. [PMID: 22268458]
  • Kenneth Alper, Maarten E A Reith, Henry Sershen. Ibogaine and the inhibition of acetylcholinesterase. Journal of ethnopharmacology. 2012 Feb; 139(3):879-82. doi: 10.1016/j.jep.2011.12.006. [PMID: 22200647]
  • Ling Mei, Yun Deng, Fu Li, Da-le Guo, Chong-yu Lu. [Study on the alkaloids constituents from Voacanga africana]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Feb; 35(2):226-9. doi: . [PMID: 22822667]
  • Subhodeep Sarker, René Weissensteiner, Ilka Steiner, Harald H Sitte, Gerhard F Ecker, Michael Freissmuth, Sonja Sucic. The high-affinity binding site for tricyclic antidepressants resides in the outer vestibule of the serotonin transporter. Molecular pharmacology. 2010 Dec; 78(6):1026-35. doi: 10.1124/mol.110.067538. [PMID: 20829432]
  • Xiang-Zhang Zhong, Guo-Cai Wang, Ying Wang, Xiao-Qi Zhang, Wen-Cai Ye. [Monomeric indole alkaloids from the aerial parts of Catharanthus roseus]. Yao xue xue bao = Acta pharmaceutica Sinica. 2010 Apr; 45(4):471-4. doi: . [PMID: 21355212]
  • Stefania Meschini, Maria Condello, Annarica Calcabrini, Manuela Marra, Giuseppe Formisano, Pasquale Lista, Angelo De Milito, Elena Federici, Giuseppe Arancia. The plant alkaloid voacamine induces apoptosis-independent autophagic cell death on both sensitive and multidrug resistant human osteosarcoma cells. Autophagy. 2008 Nov; 4(8):1020-33. doi: 10.4161/auto.6952. [PMID: 18838862]
  • Marjorie Chèze, Aurélie Lenoan, Marc Deveaux, Gilbert Pépin. Determination of ibogaine and noribogaine in biological fluids and hair by LC-MS/MS after Tabernanthe iboga abuse Iboga alkaloids distribution in a drowning death case. Forensic science international. 2008 Mar; 176(1):58-66. doi: 10.1016/j.forsciint.2007.08.013. [PMID: 18024037]
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