Psychedelic-like Activity of Norpsilocin Analogues.

ABSTRACT: Primary metabolites of mushroom tryptamines, psilocybin and baeocystin (i.e., psilocin and norpsilocin), exhibit potent agonist activity at the serotonin 2A receptor (5-HT_2A) in vitro but differ in their 5-HT_2A-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 of psychedelic-like effects. These observations suggest that the secondary methylamine group in norpsilocin impacts its central nervous system (CNS) bioavailability but not its receptor pharmacodynamics. To test this hypothesis, eight norpsilocin derivatives were synthesized with varied secondary alkyl-, allyl-, and benzylamine groups, primarily aimi

SUBMITTER: Sherwood AM 

PROVIDER: S-EPMC10797613 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature