Synthesis, Characterization, of Antioxidant Activity Mannich Bases from 2-Benzoxalinones
Öz
This study aimed to synthesize a series of 3-substituted piperazinomethyl derivatives (BzO1-4) via a Mannich reaction and evaluate their antioxidant activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity and ferrous ion- chelation capacity assays. The synthesis process involved precise techniques, and the compounds were characterized using elemental analysis, FT-IR, and 1H-NMR spectroscopy. Notably, BzO-1, featuring a 4-methylphenyl substituent, emerged as a novel compound within this series, demonstrating the highest antioxidant activity among the four derivatives tested. A considarable performance of BzO-1 was evident in its ability to neutralize free radicals and ferric ion-chelating capacity indicating its potential as a potent antioxidant agent. The detailed characterization data provided insights into the molecular structures and electronic environments of the synthesized compounds, which were crucial for understanding their antioxidant mechanisms. These findings suggest that the structural modifications in these piperazinomethyl derivatives significantly influence their antioxidant properties, and the novel BzO-1 compound holds promise for further development and application in antioxidant therapy.
Anahtar Kelimeler
Etik Beyan
Yazar bu çalışmanın Araştırma ve Yayın Etiğine uygun olduğunu beyan eder.
Teşekkür
Sentezlerin bir kısmında bize yardımcı olan lisans öğrencilerimiz Sevgi Dudu Karabekir ve Khawla Zouhair'e teşekkür ederiz.
Kaynakça
- Berg, J. M., Tymoczko, J. L., Gatto, G. J., & Strauss, C. J. (2019). Biochemistry (8th ed.). W.H. Freeman and Company. Blois, M.S. (1958). Antioxidant Determinations by the Use of a Stable Free Radical.Nature, 181, 1199–1200.
- Cetinkaya, Y., Göçer, H., Menzek, A., & Gülçin, İ. (2012). Synthesis and antioxidant properties of (3, 4‐dihydroxyphenyl)(2, 3, 4‐trihydroxyphenyl) methanone and its derivatives. Archiv der Pharmazie, 345(4), 323-334.
- Dinis, T. C. P., Madeira, V. M. C., & Almeida, L. M. (1994). Action of phenolic derivatives (acetaminophen, salicylate, and 5-aminosalicylate) as inhibitors of membrane lipid peroxidation and peroxyl radical scavengers. Archives of Biochemistry and Biophysics, 315, 161–169.
- Ercetin, T., Senol, F.S., Orhan, I.E. and Toker, G. (2012). Comparative assessment of antioxidant and cholinesterase inhibitory properties of the marigold extracts from Calendula arvensis L. and Calendula officinalis L. Industrial Crops and Products, 36(1), 203-208.
- Erdik, E. (2015). Organik Kimyada Spektroskopik Yöntemler. Gazi Kitabevi, Ankara.
- Erdogan, M., Kilic, B., Sagkan, R. I., Aksakal, F., Ercetin, T., Gulcan, H. O., & Dogruer, D. S. (2021). Design, synthesis and biological evaluation of new benzoxazolone/benzothiazolone derivatives as multi-target agents against Alzheimer’s disease. European Journal of Medicinal Chemistry, 212, 113124.
- FDA. (2019). Eperisone: Drug information. Retrieved from https://www.fda.gov/drugs
- FDA. (2020). Piroxicam: Drug information. Retrieved from https://www.fda.gov/drugs
- Gibaldi, M. (2016). Drug delivery: Principles and applications (2nd ed.). CRC Press.
- Gökhan, N., Köksal, M., Küpelİ, E., Yeşilada, E., & Erdoğan, H. (2005). Some New Mannich Bases of 5-Methyl-2-Benzoxazolinones With Analgesis and Anti-Inflammatory Activities. Turkish Journal of Chemistry. Retrieved from https://journals.tubitak.gov.tr/chem/vol29/iss4/13.
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