Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives

Molecules. 2022 Dec 24;28(1):151. doi: 10.3390/molecules28010151.

Abstract

Herein, we report the obtaining of new hybrid molecules of amphetamine with different profens (amfens). The obtained amfens are characterized by their melting points, UV, 1H-, 13C-NMR, and HRMS spectra. A complete and detailed mass spectral analysis of the newly obtained derivatives of amphetamine with ibuprofen, flurbiprofen, ketoprofen, naproxen, and carprofen was performed. In vitro inhibition of albumin denaturation of each new compound was assessed, and they showed significant activity. The IC50 values of the obtained amphetamine-profen derivatives ranged from 92.81 to 159.87 µg/mL. This indicates that the new hybrids inherit the anti-inflammatory properties of profens. Using in silico method, the toxicity was also calculated. The obtained results are given in LD50 values. Depending on the route of administration, the amfens are less toxic compared to the standard amphetamine.

Keywords: HRMS; amfens; amides; amphetamine; carprofen; flurbiprofen; ibuprofen; in vitro; ketoprofen; naproxen; toxicity.

MeSH terms

  • Amphetamine / pharmacology
  • Anti-Inflammatory Agents / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal* / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal* / pharmacology
  • Ibuprofen / chemistry
  • Ketoprofen* / chemistry
  • Naproxen / chemistry

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Amphetamine
  • Ibuprofen
  • Naproxen
  • Ketoprofen
  • Anti-Inflammatory Agents

Grants and funding

This research was funded partially by the following projects: KP-06-N59/14 and ПП 22 ХФ 011.