Volume: 3, 2024
3rd International PhD Student’s Conference at the University of Life Sciences in Lublin, Poland:
ENVIRONMENT – PLANT – ANIMAL – PRODUCT
Abstract number: B005
DOI: https://doi.org/10.24326/ICDSUPL3.B005
Published online: 24 April 2024
ICDSUPL, 3, B005 (2024)
Novel oxidized 2-pyridone analogs, properties and prospects
Alicja Wysocka1*, Agnieszka Galanty2, Wiktor Kasprzyk1
1 Department of Biotechnology and Physical Chemistry, Faculty of Chemical Engineering and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow, Poland
2 Department of Pharmacognosy, Pharmaceutical Faculty, Medical College, Jagiellonian University, Medyczna 9, 30-688 Cracow, Poland
* Corresponding author: alicja.wysocka@doktorant.pk.edu.pl
Abstract
Analogs of 2-pyridone are compounds that often exhibit biological activity, they occur in nature as well as can be obtained by chemical synthesis. Popular biological activities of this group of analogs include antibacterial, antiviral, anti-inflammatory, anticancer, and cardiovascular system effects. Methods for the chemical synthesis of these compounds are usually complicated and require several steps, thus causing the need for the use of large quantities of chemical reagents and catalysts. This work has been focused on the synthesis of 2-pyridone derivatives using a one-step reaction. The reactions were carried out using citric acid as the main substrate of each synthesis, as this compound is capable of reacting with primary amines to produce a wide range of cyclic derivatives. The selected compounds from the group of aminothiols were used to carry out the reactions. The obtained cyclic compounds containing a sulfide group in the ring were oxidized to sulfoxide and sulfone derivatives using hydrogen peroxide as an oxidizing agent. This minor modification of the structure significantly affected the polarity of the corresponding derivatives. All compounds were subjected to analyses such as NMR and FT-IR to determine their chemical structures. The compounds have also been analyzed by in silico methods to predict the potential biological activities. These analyses indicated the potential anti-inflammatory properties of this group of compounds. In the next step, the derivatives were subjected to in vitro analyses of cytotoxicity and anti-inflammatory effects on RAW264.7 macrophage cells. Assays showed that the compounds had no significant effect on cell viability and also indicated that the derivatives lowered the inflammatory response in macrophage cells.
Keywords: citric acid, bioactivity, 2-pyridone, anti-inflammatory
How to cite
A. Wysocka, A. Galanty, W. Kasprzyk, 2024. Novel oxidized 2-pyridone analogs, properties and prospects. In: 3rd International PhD Student’s Conference at the University of Life Sciences in Lublin, Poland: Environment – Plant – Animal – Product. https://doi.org/10.24326/ICDSUPL3.B005