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Samuel E. Williamson

5 papers in the library · 19 citations · publishing 2023-2026

Papers

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Synthesis and Characterization of Psilocybin Metabolites and Deuterated Analogs

ACS Chemical Neuroscience March 3, 2026 Samuel E. Williamson, Elise K. Burkhartzmeyer, Michael T. Faley et al.

To support ongoing clinical trials, the major human metabolites of psilocybin were synthesized on a preparative scale, specifically psilocin-O-glucuronide and 4-hydroxyindole-3-acetic acid (4-HIAA), along with putative minor metabolites and several deuterium-labeled derivatives. Psilocybin, psilocin, psilocin-O-glucuronide, and 4-HIAA were assayed for engagement at seven serotonin receptor...

Psychedelic-like Activity of Norpsilocin Analogues

ACS Chemical Neuroscience January 8, 2024 Alexander M. Sherwood, Elise K. Burkhartzmeyer, Samuel E. Williamson et al. 18 citations

Primary metabolites of mushroom tryptamines, psilocybin and baeocystin (i.e., psilocin and norpsilocin), exhibit potent agonist activity at the serotonin 2A receptor (5-HT2A) in vitro but differ in their 5-HT2A-mediated effects in vivo. In particular, psilocin produces centrally mediated psychedelic effects in vivo, whereas norpsilocin, differing only by the loss of an N-methyl group, is devoid...

DOI: 10.1021/acschemneuro.3c00610 (opens in new tab) Serotonin In vivo Pharmacology Stereochemistry +4

The Kappa Opioid Receptor Agonist 16-Bromo Salvinorin A Has Anti-Cocaine Effects without Significant Effects on Locomotion, Food Reward, Learning and Memory, or Anxiety and Depressive-like Behaviors.

Molecules June 19, 2023 Ross Van de Wetering, Amy W M Ewald, Susan A Welsh et al.

Kappa opioid receptor (KOR) agonists have preclinical antipsychostimulant effects; however, adverse side effects have limited their therapeutic development. In this preclinical study, conducted in Sprague Dawley rats, B6-SJL mice, and non-human primates (NHPs), we evaluated the G-protein-biased analogue of salvinorin A (SalA), 16-bromo salvinorin A (16-BrSalA), for its anticocaine effects, side...

Swim in the Chiral Pool: MDMA and MDA Enantiomers from Alanine-Derived Precursors.

ACS Omega June 6, 2023 Alexander M. Sherwood, Elise K. Burkhartzmeyer, Samuel E. Williamson et al.

A divergent two-step process has provided access to optically pure enantiomers of MDMA and MDA, clinically relevant phenylisopropylamine entactogens. Target compounds were synthesized from commercially available alanine-derived aziridines. Critical process parameters were identified, and the reactions were optimized to avoid chromatographic purifications toward gram-scale isolations, providing...

Fungi Fiction: Analytical Investigation into the Church Of Psilomethoxin's Alleged Novel Compound Using UPLC-HRMS

ChemRxiv June 2, 2023 Samuel E. Williamson, Alexander M. Sherwood 1 citation preprint

The Church of Psilomethoxin claims to produce a novel tryptamine by adding 5-MeO-DMT to the substrate of cultivated Psilocybe mushrooms, which is then biosynthesized into psilomethoxin, the church’s sacrament. In this study, we investigate the validity of this claim using comprehensive analytical techniques, namely ultra-performance liquid chromatography with high-resolution mass spectrometry...

DOI: 10.26434/chemrxiv-2023-bxxtl-v2 (opens in new tab) Full text (opens in new tab) Psilocybin Tryptamines Context archaeology High-performance liquid chromatography +2