Insights into Interactions of N-Ethylpentylone Drug with Water and Biomacromolecules

• Published in: Journal of solution chemistry 2024, Vol.53 (5), p.689-702
• Main Authors: Belić, Sanja, Miličević, Marija Petrin, Vraneš, Milan, Tot, Aleksandar, Janković, Nenad, Stevanović, Nataša Radosavljević, Nikolov, Jovana, Bagány, Nikolett Cakó, Gadžurić, Slobodan
• Format: Article
• Language: English
• Subjects: Affinity; Amphetamines; Aqueous solutions; Chemistry; Chemistry and Materials Science; Condensed Matter Physics; Dilution; Geochemistry; Industrial Chemistry/Chemical Engineering; Inorganic Chemistry; Molar volume; Molecular docking; Oceanography; Physical Chemistry; Serum albumin; Taste; Thermal expansion
• ISSN: 0095-9782; 1572-8927
• DOI: 10.1007/s10953-024-01369-5

One of the new synthetic cathinones that has a high tendency to replace ecstasy and other established synthetic drugs is N- ethylpentylone, (NEP), due to its high potency, stimulative, hedonic and hallucinatory effects. In order to examine the interactions of N -ethylpentylone, the apparent molar quantities, thermal expansion coefficient and the apparent molar volume at infinite dilution were calculated from the experimental measurements of the density of NEP aqueous solutions in different temperature and molality ranges, from T  = (293.15 to 313.15) K and from m  = (0.0590 to 0.0977) mol·kg −1 , respectively. The taste of N -ethylpentylone was estimated by calculated values of apparent specific molar volume at infinite dilution and it was concluded that its taste in aqueous solutions is bitter. Also, using the spectrofluorimetric technique, an intermolecular deactivation of in situ formed ethidium bromide (EB) complex with DNA (EB-DNA) was investigated in the presence of N -ethylpentylone. Obtained results indicated good affinity and efficiency of NEP to substitute EB from the EB-DNA complex via intercalation mode. Using molecular docking, it was concluded that the binding energy obtained for NEP indicates its higher affinity to interact with DNA, compared to methamphetamine and amphetamine, but lower compared to ecstasy. The affinity of NEP to bind to bovine serum albumin (BSA) was also investigated and discussed. It is shown that N -ethylpentylone could be efficiently transported and distributed through the blood and cells.