Experimental 1H, 13C and T1 NMR Studies of Graphene Oxide Interactions with 2-Fluorophenylacetic Acid as a Fluorinated Cathinone Model Supported by Molecular Modelling

Cathinone and its synthetic derivatives are among the most popular drugs worldwide. However, the literature provides data on the medicinal and cytotoxic potential of some of these compounds. These data are extremely limited due to the need to obtain additional permits for laboratory studies. Consequently, the therapeutic potential of cathinones may not have been fully explored. Furthermore, the literature provides data on the reduction or reversal of undesirable biological properties of drugs encapsulated in a bio-compatible carrier and administered through targeted therapy. The current study presents preliminary theoretical and experimental tests for further research on target cathinone–graphene–oxide complexes. A non-psychotropic cathinone model—o-fluorophenylacetic acid—was used. The NMR properties (chemical shifts, spin–spin coupling constants, and T1 relaxation times) of graphene oxide–F-derivative complexes were measured at an acidic and neutral pH. To analyze the structure and stability of the possible complexes in different environments, molecular modelling was performed with simplified graphene oxide models using density functional theory. Experimental data were compared with theoretical values, and the most stable structures that may account for the observed spectral properties of the studied complexes were presented. The obtained data indicate a stronger tendency towards the formation and stabilization of GO-2-fluorophenylacetic acid complexes in a neutral environment.