EVALUATION OF ANTI-INFLAMMATORY ACTIVITY OF NITRO-L-ARGININE METHYL ESTER DERIVATIVES WITH THIAZOLIDIN-4-ONE SCAFFOLD
Abstract
This paper is focused on the evaluation of the anti-inflammatory potential of some novel nitro-L-arginine methyl ester derivatives with thiazolidin-4-one structure, synthesized by our research group. Materials and methods: The evaluation of the anti-inflammatory potential was performed using in vitro assays: human red blood cell membrane stabilization (HRBC) and inhibiting bovine serum albumin denaturation (BSA) assays. Results: The obtained results showed that both stability of the erythrocyte membrane and inhibition of bovine serum albumin (BSA) denaturation, as parameters of anti-inflammatory effect evaluation, depend on the structure and concentration of the tested compounds. The most active derivatives were the compounds in which the aromatic ring from 2-position of thiazolidine-4-one scaffold is unsubstituted (2a) and halogen-substituted (with 4-chloro – 2c, and 4-bromo– 2e). Conclusions: The most favorable influence was obtained by the aromatic substitution with chloro and bromo in para position, the corresponding derivatives being the most active derivatives compared to diclofenac, used as anti-inflammatory standard.
References
1. Gupta MN & Uversky VN. Biological importance of arginine: A comprehensive review of the roles in structure, disorder, and functionality of peptides and proteins. International Journal of Biological Macromolecules 2024; 257(1): 128646.
2. Oyovwi MO and Atere AD. Exploring the medicinal significance of L-Arginine mediated nitric oxide in preventing health disorders. European Journal of Medicinal Chemistry Reports 2024; 12: 100175.
3. Mech D, Kurowska A, Trotsko N. The Bioactivity of Thiazolidin-4-Ones: A short review of the most recent studies. International Journal of Molecular Science 2021; 22(21):11533.
4. Shawky AM et al. Discovery and optimization of 2,3-diaryl-1,3-thiazolidin-4-one-based derivatives as potent and selective cytotoxic agents with anti-inflammatory activity. European Journal of Medicinal Chemistry 2023; 259: 115712.
5. Parveen S et al. Recent insights into synthesis, biological activities, structure activity relationship and molecular interactions of thiazolidine hybrids: A systematic review. Synthetic Communications 2024; 54(1): 1-21.
6. Pânzariu AT, Apotrosoaei M, Vasincu IM, et al. Synthesis and biological evaluation of new 1,3-thiazolidine-4-one derivatives of nitro-L-arginine methyl ester. Chemistry Central Journal 2016; 10(6): 1-14.
7. Murtaza S, Akhtar MS, Kanwal F, Abbas A, Ashiq S, Shamim S. Synthesis and biological evaluation of Schiff bases of 4-aminophenazone as an anti-inflammatory, analgesic and antipyretic agent. Journal of Saudi Chemical Society 2017; 21: 359–372.
8. Nithyabalaji R, Krishnan H, Sribalan R. Synthesis, molecular structure and multiple biological activities of N–(3-methoxyphenyl)-3-(pyridin-4-yl)-1H-pyrazole-5-carboxamide. Journal of Molecular Structure 2020; 1186: 1-10.
9. Sharma S, Kumar D, Singh G, Monga V, Kumar B. Recent advancements in the development of heterocyclic antiinflammatory agents. European Journal of Medicinal Chemistry 2020; 200: 112438.
10. Derouicha M, Bouhlali ED, Hmidani A, Bammou M, Bourkhis B, Sellam K, Alem C. Assessment of total polyphenols, flavonoids and anti-inflammatory potential of three Apiaceae species grown in the Southeast of Morocco. Scientific African 2020; 9: 00507.
11. Bharanidharan M, Manivarman S, Prabakaran G. Catalytic synthesis, in-vitro anti-inflammatory activity, and molecular docking studies of novel hydrazone derivatives bearing N and S-heterocycles. Materials Today: Proceedings 2021.
12. Liu X, Gao S, Ren L, Yuan X. Achieving high intracellular trehalose in hRBCs by reversible mem-brane perturbation of maltopyranosides with synergistic membrane protection of macromolecular pro-tectants. Biomaterials Advances 2022; 141: 213114.
13. Gul AR, Shaheen F, Rafique R, Bal J, Waseem S. Grass-mediated biogenic synthesis of silver nano-particles and their drug delivery evaluation: A biocompatible anti-cancer therapy. Chemical Engineering Journal 2021; 407: 127202.
14. Uttra MA, Shahzad M, Shabbir A, Jahand S, Bukharie IA, Assiri AM. Ribes orientale: A novel thera-peutic approach targeting rheumatoid arthritis with reference to pro-inflammatory cytokines, inflam-matory enzymes and anti-inflammatory cytokines. Journal of Ethno-pharmacology 2019; 237: 92-110.
15. Lekouagheta A, Boutefnouchetc A, Bensuicie C, Galie L, Ghenaiet K, Tichati L. In vitro evaluation of antioxidant and anti-inflammatory activities of the hydroalcoholic extract and its fractions from Leuzea conifera L. roots. South African Journal of Botany 2020; 132: 103-107.

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