Synthesis and Investigation of Anti-Inflammatory Activity of New Thiourea Derivatives of Naproxen
Аутори
Nedeljković, NikolaDobričić, Vladimir
Bošković, Jelena
Vesović, Marina
Bradić, Jovana
Anđić, Marijana
Kočović, Aleksandar
Jeremić, Nevena
Novaković, Jovana
Jakovljević, Vladimir
Vujić, Zorica
Nikolić, Miloš
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The aim of the study was a synthesis and investigation of the dose-dependent anti-inflammatory effect of new thiourea derivatives of naproxen with selected aromatic amines and esters of aromatic amino acids. The results of the in vivo study indicate that derivatives of m-anisidine (4) and N-methyl tryptophan methyl ester (7) showed the most potent anti-inflammatory activity four hours after injection of carrageenan, with the percentage of inhibition of 54.01% and 54.12%, respectively. In vitro assays of COX-2 inhibition demonstrated that none of the tested compounds achieved 50% inhibition at concentrations lower than 100 µM. On the other hand, the aromatic amine derivatives (1–5) accomplished significant inhibition of 5-LOX, and the lowest IC50 value was observed for compound 4 (0.30 μM). High anti-edematous activity of compound 4 in the rat paw edema model, together with potent inhibition of 5-LOX, highlight this compound as a promising anti-inflammatory agent
Кључне речи:
naproxen; thiourea; carrageenan; paw edema; anti-inflammatory activity; COX-2; 5-LOX; molecular docking; FREDИзвор:
Pharmaceuticals, 2023, 16, 5Издавач:
- MDPI
Финансирање / пројекти:
- InfCanPlay - Utilization of interplay between inflammation and cancer in the development of compounds with anticancer activity (RS-ScienceFundRS-Ideje-7739840)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200161 (Универзитет у Београду, Фармацеутски факултет) (RS-MESTD-inst-2020-200161)
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200111 (Универзитет у Крагујевцу, Медицински факултет) (RS-MESTD-inst-2020-200111)
- Faculty of Medical Sciences, University of Kragujevac (Junior Project 11/20)
DOI: 10.3390/ph16050666
ISSN: 1424-8247
PubMed: 37242450
WoS: 000997790100001
Scopus: 2-s2.0-85160579060
Институција/група
PharmacyTY - JOUR AU - Nedeljković, Nikola AU - Dobričić, Vladimir AU - Bošković, Jelena AU - Vesović, Marina AU - Bradić, Jovana AU - Anđić, Marijana AU - Kočović, Aleksandar AU - Jeremić, Nevena AU - Novaković, Jovana AU - Jakovljević, Vladimir AU - Vujić, Zorica AU - Nikolić, Miloš PY - 2023 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4756 AB - The aim of the study was a synthesis and investigation of the dose-dependent anti-inflammatory effect of new thiourea derivatives of naproxen with selected aromatic amines and esters of aromatic amino acids. The results of the in vivo study indicate that derivatives of m-anisidine (4) and N-methyl tryptophan methyl ester (7) showed the most potent anti-inflammatory activity four hours after injection of carrageenan, with the percentage of inhibition of 54.01% and 54.12%, respectively. In vitro assays of COX-2 inhibition demonstrated that none of the tested compounds achieved 50% inhibition at concentrations lower than 100 µM. On the other hand, the aromatic amine derivatives (1–5) accomplished significant inhibition of 5-LOX, and the lowest IC50 value was observed for compound 4 (0.30 μM). High anti-edematous activity of compound 4 in the rat paw edema model, together with potent inhibition of 5-LOX, highlight this compound as a promising anti-inflammatory agent PB - MDPI T2 - Pharmaceuticals T1 - Synthesis and Investigation of Anti-Inflammatory Activity of New Thiourea Derivatives of Naproxen VL - 16 IS - 5 DO - 10.3390/ph16050666 ER -
@article{ author = "Nedeljković, Nikola and Dobričić, Vladimir and Bošković, Jelena and Vesović, Marina and Bradić, Jovana and Anđić, Marijana and Kočović, Aleksandar and Jeremić, Nevena and Novaković, Jovana and Jakovljević, Vladimir and Vujić, Zorica and Nikolić, Miloš", year = "2023", abstract = "The aim of the study was a synthesis and investigation of the dose-dependent anti-inflammatory effect of new thiourea derivatives of naproxen with selected aromatic amines and esters of aromatic amino acids. The results of the in vivo study indicate that derivatives of m-anisidine (4) and N-methyl tryptophan methyl ester (7) showed the most potent anti-inflammatory activity four hours after injection of carrageenan, with the percentage of inhibition of 54.01% and 54.12%, respectively. In vitro assays of COX-2 inhibition demonstrated that none of the tested compounds achieved 50% inhibition at concentrations lower than 100 µM. On the other hand, the aromatic amine derivatives (1–5) accomplished significant inhibition of 5-LOX, and the lowest IC50 value was observed for compound 4 (0.30 μM). High anti-edematous activity of compound 4 in the rat paw edema model, together with potent inhibition of 5-LOX, highlight this compound as a promising anti-inflammatory agent", publisher = "MDPI", journal = "Pharmaceuticals", title = "Synthesis and Investigation of Anti-Inflammatory Activity of New Thiourea Derivatives of Naproxen", volume = "16", number = "5", doi = "10.3390/ph16050666" }
Nedeljković, N., Dobričić, V., Bošković, J., Vesović, M., Bradić, J., Anđić, M., Kočović, A., Jeremić, N., Novaković, J., Jakovljević, V., Vujić, Z.,& Nikolić, M.. (2023). Synthesis and Investigation of Anti-Inflammatory Activity of New Thiourea Derivatives of Naproxen. in Pharmaceuticals MDPI., 16(5). https://doi.org/10.3390/ph16050666
Nedeljković N, Dobričić V, Bošković J, Vesović M, Bradić J, Anđić M, Kočović A, Jeremić N, Novaković J, Jakovljević V, Vujić Z, Nikolić M. Synthesis and Investigation of Anti-Inflammatory Activity of New Thiourea Derivatives of Naproxen. in Pharmaceuticals. 2023;16(5). doi:10.3390/ph16050666 .
Nedeljković, Nikola, Dobričić, Vladimir, Bošković, Jelena, Vesović, Marina, Bradić, Jovana, Anđić, Marijana, Kočović, Aleksandar, Jeremić, Nevena, Novaković, Jovana, Jakovljević, Vladimir, Vujić, Zorica, Nikolić, Miloš, "Synthesis and Investigation of Anti-Inflammatory Activity of New Thiourea Derivatives of Naproxen" in Pharmaceuticals, 16, no. 5 (2023), https://doi.org/10.3390/ph16050666 . .