Research published in Journal of the American Chemical Society

Decagram-Scale Synthesis of GB13 and Remodeling to the Galbulimima Alkaloids

Journal of the American Chemical Society September 17, 2026 Stephan M. Freeman, Eleanor M. Landwehr, Riku Tanaka et al.

Abstract Plants in the genus Galbulimima (GB) produce a series of neuroactive alkaloids that have proven impractical to obtain and study by isolation or chemical synthesis. The role of GB extracts in traditional Papuan medicine and ritual suggests that one or more alkaloids reach the brain by ingestion; identification of potent muscarinic and opioid receptor antagonists among the GB alkaloids...

DOI: 10.1021/jacs.6c13989

Deciphering Ibogaine’s Matrix Pharmacology: Multiple Transporter Modulation at Serotonin Synapses

Journal of the American Chemical Society December 26, 2025 Christopher Hwu, Václav Havel, Xavier Westergaard et al. 2 citations

) that has a unique therapeutic potential across multiple indications, including opioid dependence, substance use disorders, depression, anxiety, posttraumatic stress disorder (PTSD), and traumatic brain injury (TBI). We systematically examined the effects of ibogaine, its main metabolite noribogaine, and a series of iboga analogs at monoamine neurotransmitter transporters, some of which have...

DOI: 10.1021/jacs.5c06325 Serotonergic Monoamine neurotransmitter Serotonin transporter Vesicular monoamine transporter +9

Transforming Amino Acids into Serotonin 5-HT 2A Receptor Ligands Using Photochemistry

Journal of the American Chemical Society December 16, 2025 J.O.S. Beckett, Ryan Buzdygon, Steven Nguyen et al. 1 citation

A light-induced cyclization via a radical spin-center shift process that results in the direct functionalization of the indole ring at the C4-position is developed into a practical method for the synthesis of medicinally active, ring-constrained tryptamine analogs. Amino acids were coupled to tryptamine and irradiated with UV light to produce a library of lactams bridging the C3- and...

DOI: 10.1021/jacs.5c19817 Full text Serotonin Indole test Agonist Tryptophan +6

Molecular Design of SERTlight: A Fluorescent Serotonin Probe for Neuronal Labeling in the Brain.

Journal of the American Chemical Society April 10, 2024 Wei-Li Lee, Xavier Westergaard, Christopher Hwu et al. 18 citations

The serotonergic transmitter system plays fundamental roles in the nervous system in neurotransmission, synaptic plasticity, pathological processes, and therapeutic effects of antidepressants and psychedelics, as well as in the gastrointestinal and circulatory systems. We introduce a novel small molecule fluorescent agent, termed SERTlight, that specifically labels serotonergic neuronal cell...

DOI: 10.1021/jacs.3c11617 Full text Serotonin research Molecular imaging Brain visualization Fluorescent markers

Biosynthesis of an Anti-Addiction Agent from the Iboga Plant.

Journal of the American Chemical Society August 21, 2019 Scott C. Farrow, Mohamed O. Kamileen, Lorenzo Caputi et al. 69 citations

(-)-Ibogaine and (-)-voacangine are plant derived psychoactives that show promise as treatments for opioid addiction. However, these compounds are produced by hard to source plants, making these chemicals difficult for broad-scale use. Here we report the complete biosynthesis of (-)-voacangine, and de-esterified voacangine, which is converted to (-)-ibogaine by heating, enabling biocatalytic...

DOI: 10.1021/jacs.9b05999 Full text Substance abuse treatment Anti-addiction agents Opioid dependence solutions Biocatalysis: biocatalytic synthesis +10

Photoelectron spectra of psychotropic drugs. 1. Phenethylamines, tryptamines, and LSD

Journal of the American Chemical Society June 1, 1977 L. N. Domelsmith, Linda L. Munchausen, K. N. Houk 72 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhotoelectron spectra of psychotropic drugs. 1. Phenethylamines, tryptamines, and LSDL. N. Domelsmith, Linda L. Munchausen, and K. N. HoukCite this: J. Am. Chem. Soc. 1977, 99, 13, 4311–4321Publication Date (Print):June 1, 1977Publication History Published online1 May 2002Published inissue 1 June...

DOI: 10.1021/ja00455a018 Tryptamines Phenethylamines Altmetrics Citation +2

Photocyclizations of pharmacodynamic amines. V. Unusual rearrangements of the mescaline skeleton

Journal of the American Chemical Society September 1, 1970 Osamu Yonemitsu, Hideo Nakai, Yuichi Kanaoka et al. 20 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhotocyclizations of pharmacodynamic amines. V. Unusual rearrangements of the mescaline skeletonOsamu Yonemitsu, Hideo Nakai, Yuichi Kanaoka, Isabella L. Karle, and Bernhard WitkopCite this: J. Am. Chem. Soc. 1970, 92, 19, 5691–5700Publication Date (Print):September 1, 1970Publication History Published online1 May 2002Published inissue 1 September...

DOI: 10.1021/ja00722a025 Mescaline Skeleton computer programming Stereochemistry Radical photochemical reactions

Photocyclizations of pharmacodynamic amines. III. Three-dimensional structure of 7-hydroxy-1,9,10-trimethoxy-4-azabicyclo[5.2.2]undeca-8,10-dien-3-one from mescaline

Journal of the American Chemical Society July 1, 1969 Osamu Yonemitsu, Hideo Nakai, Yuichi Kanaoka et al. 13 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhotocyclizations of pharmacodynamic amines. III. Three-dimensional structure of 7-hydroxy-1,9,10-trimethoxy-4-azabicyclo[5.2.2]undeca-8,10-dien-3-one from mescalineOsamu Yonemitsu, H. Nakai, Yuichi Kanaoka, Isabella L. Karle, and Bernhard WitkopCite this: J. Am. Chem. Soc. 1969, 91, 16, 4591–4593Publication Date (Print):July 1, 1969Publication...

DOI: 10.1021/ja01044a071 Mescaline Pharmacodynamics Stereochemistry Computational chemistry +1

Biosynthesis of the Peyote Alkaloids. The Incorporation of Tyrosine-2-C14 into Mescaline and Anhalonidine1

Journal of the American Chemical Society September 1, 1966 Edward Leete 24 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTBiosynthesis of the Peyote Alkaloids. The Incorporation of Tyrosine-2-C14 into Mescaline and Anhalonidine1Edward LeeteCite this: J. Am. Chem. Soc. 1966, 88, 18, 4218–4221Publication Date (Print):September 1, 1966Publication History Published online1 May 2002Published inissue 1 September...

DOI: 10.1021/ja00970a020 Mescaline Citation Icon Social media +5

Chemical Transformations of Ibogaine

Journal of the American Chemical Society June 1, 1966 G. Büchi, R. E. Manning 34 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTChemical Transformations of IbogaineG. Büchi and R. E. ManningCite this: J. Am. Chem. Soc. 1966, 88, 11, 2532–2535Publication Date (Print):June 1, 1966Publication History Published online1 May 2002Published inissue 1 June 1966https://pubs.acs.org/doi/10.1021/ja00963a031https://doi.org/10.1021/ja00963a031research-articleACS PublicationsRequest reuse...

DOI: 10.1021/ja00963a031 Citation Altmetrics Icon Reuse +5

The Alkaloids of Tabernanthe iboga. Part IV.1 The Structures of Ibogamine, Ibogaine, Tabernanthine and Voacangine

Journal of the American Chemical Society 1958 M. F. Bartlett, D. F. Dickel, W. I. Taylor 131 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe Alkaloids of Tabernanthe iboga. Part IV.1 The Structures of Ibogamine, Ibogaine, Tabernanthine and VoacangineM. F. Bartlett, D. F. Dickel, and W. I. TaylorCite this: J. Am. Chem. Soc. 1958, 80, 1, 126–136Publication Date (Print):January 1, 1958Publication History Published online1 May 2002Published inissue 1 January...

DOI: 10.1021/ja01534a036 Citation Icon Information retrieval Library science +1

Iboga Alkaloids. II.1 the Structures of Ibogaine, Ibogamine and Tabernanthine

Journal of the American Chemical Society June 1, 1957 W. I. Taylor 32 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIboga Alkaloids. II.1 the Structures of Ibogaine, Ibogamine and TabernanthineW. I. TaylorCite this: J. Am. Chem. Soc. 1957, 79, 12, 3298–3299Publication Date (Print):June 1, 1957Publication History Published online1 May 2002Published inissue 1 June 1957https://pubs.acs.org/doi/10.1021/ja01569a093https://doi.org/10.1021/ja01569a093research-articleACS...

DOI: 10.1021/ja01569a093 Citation Icon Altmetrics Information retrieval +2

Cactus Alkaloids. II. Condensation of Mescaline with Formaldehyde by the Eschweiler—Clarke Reaction

Journal of the American Chemical Society 1952 J.a. Rodríguez Castrillón 10 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTCactus Alkaloids. II. Condensation of Mescaline with Formaldehyde by the Eschweiler—Clarke ReactionJosé A. CastrillónCite this: J. Am. Chem. Soc. 1952, 74, 2, 558–559Publication Date (Print):January 1, 1952Publication History Published online1 May 2002Published inissue 1 January...

DOI: 10.1021/ja01122a507 Mescaline Cactus Formaldehyde Condensation +1

A New Synthesis of Mescaline

Journal of the American Chemical Society November 1, 1951 Makepeace U. Tsao 25 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTA New Synthesis of MescalineMakepeace U. TsaoCite this: J. Am. Chem. Soc. 1951, 73, 11, 5495–5496Publication Date (Print):November 1, 1951Publication History Published online1 May 2002Published inissue 1 November 1951https://pubs.acs.org/doi/10.1021/ja01155a562https://doi.org/10.1021/ja01155a562research-articleACS PublicationsRequest reuse...

DOI: 10.1021/ja01155a562 Icon Citation Social media Altmetrics +2

An Improved Synthesis of Mescaline

Journal of the American Chemical Society March 1, 1951 Fred Benington, Richard D. Morin 19 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAn Improved Synthesis of MescalineFred Benington and Richard D. MorinCite this: J. Am. Chem. Soc. 1951, 73, 3, 1353Publication Date (Print):March 1, 1951Publication History Published online1 May 2002Published inissue 1 March 1951https://pubs.acs.org/doi/10.1021/ja01147a505https://doi.org/10.1021/ja01147a505research-articleACS PublicationsRequest reuse...

DOI: 10.1021/ja01147a505 Mescaline Organic chemistry

Ultraviolet Absorption Spectra of Mescaline Sulfate and β-Phenylethylamine Sulfate

Journal of the American Chemical Society November 1, 1946 Kurt Salomon, Albert F. Bina 5 citations

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTUltraviolet Absorption Spectra of Mescaline Sulfate and β-Phenylethylamine SulfateKurt Salomon and Albert F. BinaCite this: J. Am. Chem. Soc. 1946, 68, 11, 2403Publication Date (Print):November 1, 1946Publication History Published online1 May 2002Published inissue 1 November...

DOI: 10.1021/ja01215a509 Mescaline Sulfate Ultraviolet Absorption acoustics +4

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