Synthesıs, Bıologıcal Actıvıty, and Theoretıcal Investıgatıons of 2,4,6-Trıarylpyrıdınes Based On Syrıngaldehyde


Albayrak E. N., Şimşek S., Akşit Z., Akşit H., Musatat A. B., Atahan A.

11. ULUSLARARASI BİLİMSEL ÇALIŞMALAR KONGRESİ, Antalya, Türkiye, 2 - 03 Mayıs 2023, ss.207-208

  • Yayın Türü: Bildiri / Özet Bildiri
  • Basıldığı Şehir: Antalya
  • Basıldığı Ülke: Türkiye
  • Sayfa Sayıları: ss.207-208
  • Erzincan Binali Yıldırım Üniversitesi Adresli: Evet

Özet

Syringaldehyde (4-hydroxy-3,5-dimethoxybenzaldehyde) is a natural organic compound and thanks to its functional groups, it is intensively used in pharmacology, food additives, cosmetics, textiles, and paper industries [1]. On the other hand, pyridine has a nitrogen atom containing ring system and commonly takes place in the structure pharmaceutics and drugs [2]. In this study, eight new compounds with 2,4,6-triphenylpyridine structure were designed and synthesized through one step reaction using syringaldehyde compound, and their structures were elucidated by FTIR, 1HNMR and 13C-NMR spectroscopic methods. Antioxidant and antimicrobial activities were determined by comparing the obtained compounds with known antioxidant and antimicrobial compounds. Disc diffusion and minimal inhibition methods were used for antimicrobial effects. The antioxidant potentials were determined by DPPH (2,2-diphenyl-1-picrylhydrazil) radical scavenging activity, FRAP (ferric reducing antioxidant power) and ABTS (2,2'-azinobis(3-ethylbenzothiazoline- 6-sulfonic acid) radical cation) methods. Lastly, in theoretical quantum calculations using B3LYP theory and SVP, TZVP basis sets, some structural electronic descriptors were determined with Fukui indexes related to the radical capture properties of the obtained compounds. As a result, it was determined that the antimicrobial properties of the obtained 8 compounds were low, and the antioxidant activity results were at a remarkable level. The calculated theoretical results were compared with the antioxidant activity results obtained and the structure-activity relationship was revealed. [1] Jingyi Wu, Yaw-Syan Fu, Kaihuang Lin, Xin Huang, Yi, Jing Chen, Dong Lai, Ning Kang, Liyue Huang, Ching-Feng Weng. A narrative review: The pharmaceutical evolution of phenolic syringaldehyde. Biomedicine & Pharmacotherapy, 2022, 153, 113339. [2] Prathima Patil, S. P. Sethy, T. Sameena, K. Shailaja. Pyridine and Its Biological Activity: A Review. Asian Journal of Research in Chemistry. 2013, 6(10), 888-899.