The molecular structure, vibrational spectra, solvation effect, non-covalent interactions investigations of psilocin.
Utkirjon Holikulov, Aleksandr S Kazachenko, Noureddine Issaoui, Anna S Kazachenko, Murugesan Raja, Omar M Al-Dossary, Zhouyang Xiang
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy November 5, 2024 DOI: 10.1016/j.saa.2024.124600 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Computational study Peer reviewed |
|---|---|
| Population | Psilocin molecule in various solvents |
| Topics | Psilocybin |
| Keywords | Dft Fmo Mep Nlo Solvent effect Topological analysis Psychedelics Drug research Structural analysis Molecular chemistry Computational biology |
| Citations | 14 |
| Key points | Solvent polarity alters psilocin's structural parameters, spectroscopic properties, and non-covalent interactions, with computed spectra agreeing well with experimental data. |
Abstract
Psilocin, or 4-HO-DMT (or 3-(2-dimethylaminoethyl)-1H-indol-4-ol), is a psychoactive alkaloid substance from the tryptamine family, isolated from Psilocybe mushrooms. This substance is being studied by various research groups because it has a clear therapeutic effect in certain dosages. In this work, the study of the structure and properties of psilocin was carried using theoretical methods: the effects of polar solvents (acetonitrile, dimethylsulfoxide, water, and tetrahydrofuran) on the structural parameters, spectroscopic properties (Raman, IR, and UV-Vis), frontier molecular orbital (FMO), molecular electrostatic potential (MEP) surface, and nonlinear optical parameters (NLO). Theoretical calculations were performed at the B3LYP/6-311++G(d,p) level by the density functional theory (DFT) method. IEFPCM was used to account for solvent effects. The types and nature of non-covalent interactions (NCI) between psilocin and solvent molecules were determined using Atoms in Molecules (AIM), the reduced density gradient method (RDG), the electron localization function (ELF), and the localization orbital locator (LOL). Experimental and calculated FT-IR, FT-Raman, and UV-Vis spectra were compared and found to be in good agreement.