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

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, (1)H–, (13)C–NMR, and HRMS spectra. A complete and detailed mass spectral analysis of the newly obtained derivatives of amphetami...

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Autores principales: Manolov, Stanimir, Ivanov, Iliyan, Bojilov, Dimitar, Nedialkov, Paraskev
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822421/
https://www.ncbi.nlm.nih.gov/pubmed/36615344
http://dx.doi.org/10.3390/molecules28010151
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author Manolov, Stanimir
Ivanov, Iliyan
Bojilov, Dimitar
Nedialkov, Paraskev
author_facet Manolov, Stanimir
Ivanov, Iliyan
Bojilov, Dimitar
Nedialkov, Paraskev
author_sort Manolov, Stanimir
collection PubMed
description 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, (1)H–, (13)C–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 IC(50) 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 LD(50) values. Depending on the route of administration, the amfens are less toxic compared to the standard amphetamine.
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spelling pubmed-98224212023-01-07 Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives Manolov, Stanimir Ivanov, Iliyan Bojilov, Dimitar Nedialkov, Paraskev Molecules Article 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, (1)H–, (13)C–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 IC(50) 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 LD(50) values. Depending on the route of administration, the amfens are less toxic compared to the standard amphetamine. MDPI 2022-12-24 /pmc/articles/PMC9822421/ /pubmed/36615344 http://dx.doi.org/10.3390/molecules28010151 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Manolov, Stanimir
Ivanov, Iliyan
Bojilov, Dimitar
Nedialkov, Paraskev
Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives
title Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives
title_full Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives
title_fullStr Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives
title_full_unstemmed Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives
title_short Synthesis, In Vitro Anti-Inflammatory Activity, and HRMS Analysis of New Amphetamine Derivatives
title_sort synthesis, in vitro anti-inflammatory activity, and hrms analysis of new amphetamine derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822421/
https://www.ncbi.nlm.nih.gov/pubmed/36615344
http://dx.doi.org/10.3390/molecules28010151
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