Evidence map›Paper›PMID 39915657›Full record

ArticleNature chemistry2025

Efficient and modular synthesis of ibogaine and related alkaloids.

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

Abstract read
In one paragraph

Article in Nature chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

7 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Convergent Total Synthesis of Erchinines A and B and Their C20 Epimers.Journal of the American Chemical Society · 2025
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

10 authors.

Rishab N IyerChemistry and Chemical Biology Graduate Program, University of California, Davis, Davis, CA, USA.ORCID 0000-0003-4557-4748
David FavelaChemistry and Chemical Biology Graduate Program, University of California, Davis, Davis, CA, USA.ORCID 0000-0003-2435-2898
Andras DomokosChemistry and Chemical Biology Graduate Program, University of California, Davis, Davis, CA, USA.ORCID 0000-0002-1722-708X
Guoliang ZhangChemistry and Chemical Biology Graduate Program, University of California, Davis, Davis, CA, USA.
Arabo A AvanesInstitute for Psychedelics and Neurotherapeutics, University of California, Davis, Davis, CA, USA.ORCID 0000-0001-6211-7966
Samuel J CarterInstitute for Psychedelics and Neurotherapeutics, University of California, Davis, Davis, CA, USA.ORCID 0000-0002-2276-4373
Andrian G BasarginChemistry and Chemical Biology Graduate Program, University of California, Davis, Davis, CA, USA.ORCID 0000-0003-3337-9785
Alexis R DavisChemistry and Chemical Biology Graduate Program, University of California, Davis, Davis, CA, USA.
Dean J TantilloInstitute for Psychedelics and Neurotherapeutics, University of California, Davis, Davis, CA, USA.ORCID 0000-0002-2992-8844
David E OlsonInstitute for Psychedelics and Neurotherapeutics, University of California, Davis, Davis, CA, USA. deolson@ucdavis.edu.ORCID 0000-0002-4517-0543

Funding

NIEHS Center for Health Effects of AgrochemicalsP30ES005707 · NIEHS · UNIVERSITY OF CALIFORNIA DAVIS · PI PLOPPER, CHARLES GEORGE · 1992 to 2006
$9.9M
High-throughput Identification of Non-hallucinogenic Psychoplastogens for Treating AddictionR01DA056365 · NIDA · UNIVERSITY OF CALIFORNIA AT DAVIS · PI David E Olson · 2022 to 2026
$2.7M
Learning, Memory, and Plasticity (LaMP) Training ProgramT32MH112507 · NIMH · UNIVERSITY OF CALIFORNIA AT DAVIS · PI Karen Zito · 2017 to 2026
$2.4M
Design, Synthesis, and Evaluation of Neural Plasticity-Promoting Analogs of Iboga and Ergoline AlkaloidsR01GM128997 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI OLSON, DAVID E · 2018 to 2022
$1.8M
Supplement: Chemical and Molecular Tools for Modulating GPCR FunctionR35GM148182 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI David E Olson · 2023 to 2026
$1.5M
Nikon High Content Analysis Microscope with PerkinElmer Columbus Image Data Storage and Analysis System for the MCB/CBS Imaging FacilityS10OD019980 · OD · UNIVERSITY OF CALIFORNIA AT DAVIS · PI PADDY, MICHAEL R · 2016 to 2016
$591k
Acquisition of a Q-Exactive Plus Mass SpectrometerS10OD025271 · OD · UNIVERSITY OF CALIFORNIA AT DAVIS · PI JEWELL, WILLIAM T · 2019 to 2019
$486k
National Science Foundation (NSF) XSEDE/ACCESS programNIDA NIH HHS R01 DA056365NIEHS NIH HHS P30 ES005707NIGMS NIH HHS R01 GM128997NIGMS NIH HHS R35 GM148182NIH HHS S10 OD019980NIH HHS S10 OD025271NIMH NIH HHS T32 MH112507U.S. Department of Health & Human Services | National Institutes of Health (NIH) R01DA056365U.S. Department of Health & Human Services | National Institutes of Health (NIH) R35GM148182
6 · The paper itself

Abstract

Anecdotal reports and preliminary clinical trials suggest that the psychoactive alkaloid ibogaine and its active metabolite noribogaine have powerful anti-addictive properties, producing long-lasting therapeutic effects across a range of substance use disorders and co-occurring neuropsychiatric diseases such as depression and post-traumatic stress disorder. Here we report a gram-scale, seven-step synthesis of ibogaine from pyridine. Key features of this strategy enabled the synthesis of three additional iboga alkaloids, as well as an enantioselective total synthesis of (+)-ibogaine and the construction of four analogues. Biological testing revealed that the unnatural enantiomer of ibogaine does not produce ibogaine-like effects on cortical neuron growth, while (-)-10-fluoroibogamine exhibits exceptional psychoplastogenic properties and is a potent modulator of the serotonin transporter. This work provides a platform for accessing iboga alkaloids and congeners for further biological study.

Indexed as

AlkaloidsIbogaineAnimalsHumansNeuronsPyridinesSerotonin Plasma Membrane Transport ProteinsStereoisomerismAlkaloidsIbogainePyridinesSerotonin Plasma Membrane Transport Proteins

Identifiers

PMID39915657
PMCPMC11952118

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.