Zur Identifikation potentieller Metabolite von Cannabis‐Inhaltstoffen: Kernresonanz‐ und massenspektroskopische Untersuchungen an seitenkettenhydroxylierten Cannabinoiden

Abstract

Abstract The 100‐MHz‐NMR‐spectra of 11 side chain hydroxylated derivatives of cannabidiol ( 1 ), Δ 6 ‐tetrahydrocannabinol ( 2 ) and cannabinol ( 3 ) were analysed for signals specific for the position of hydroxyl groups. The mass spectra of these compounds and their trimethylsilyl ethers were investigated at ionisation voltages between 70 and 10 eV. The mass spectra of the non‐silylated compounds showed no similarities independent on the basic type of cannabinoid but in the case of their trimethylsilyl ethers it was possible to derive fragmentations specific for the site of hydroxylation. These data are presented as a general method for the identification of small quantities of side chain hydroxylated in vitro and in vivo metabolites of cannabinoids.