Benzoik Asit Temelli Yeni 1,3,4-Tiyadiazollerin Sentezi, Karakterizasyonu, ve Antioksidan Aktiviteleri

Abstract

N-aril-1,3,4-tiyadazol türevleri benzoik asit ile N-ariltiyosemikarbazitlerin fosforoksiklorür varlığında halkalaşma tepkimesi sonucu elde edildi. Sentezlenen bileşiklerin yapısı FT–IR, 1H NMR, and 13C NMR, spektroskopik yöntemler ve elementel analiz ile aydınlatılmıştır. Sentezlenen bileşiklerin antioksidan özellikleri DPPH yöntemi ile analiz edildi. IC50 değerleri 25.17-43.55 𝜇M arasında değişmektedir. Bileşik II, sentezlenen bileşikler arasında en iyi antioksidan aktivite göstermiştir. Ayrıca bu çalışmada, farklı fonksiyonel gruplara sahip bileşiklerin radikal yakalama tepkimelerinde yapı-aktivite ilişkisi açıklandı.

Keywords

• 1,3,4-Tiyadiazoller
• DPPH
• yapı-aktivite ilişkisi
• spektroskopik yöntemler

Synthesis, Characterization, and Antioxidant Activities of New 1,3,4-Thiadiazoles Based on Benzoic Acid

Abstract

N-aryl-1,3,4-thiadiazole derivatives were obtained by cyclization reaction of benzoic acid and N-arylthiosemicarbazides in the presence of phosphorous oxychloride (POCl3). FT-IR, 1H-NMR, and 13C-NMR, spectroscopic methods, and elemental analysis were used to elucidate the identification of the synthesized molecules. The in vitro antioxidant activity of the synthesized molecules was analysed with the 1,1-diphenyl-2-picryl hydrazyl (DPPH) free-radical–trapping process. IC50 values of these molecules were measured from 25.17 to 43.55 𝜇M. Among the synthesized compounds, compound II had the best antioxidant activity. Moreover, this work explained the structure-activity relationship of the obtained molecules with different substituents in radical trapping reactions.

Keywords

• 1,3,4-thiadiazoles
• DPPH
• structure–activity relationship
• spectroscopic methods

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