4-aminoantipirin türevi heterohalkalı schıff bazlarının sentezi, karekterizasyonu ve antioksidan aktiviteleri

Abstract

Bu çalışmada, 4-aminoantipin türevi beş adet Schiff bazı sentezlendi: 4-(2-Piridilmetilen)amino-1-fenil-2,3-dimetil-5-pirazol-on (1), (E)-1,5-dimetil-4-((2-metil-1H-indol-3-il)metilenamino)-2-fenil-1H-pirazol-3(2H)-on (2), (4Z)-4-((tiofen-2-il)metilenamino)-1,2-dihidro-2,3-dimetil-1-fenilpirazol-5-on (3), (4E)-4-((1H-indol-3-il)metilenamino)-1,2-dihidro-2,3-dimetil-1-fenilpirazol-5-on (4) ve (E)-1,5-dimetil-2-fenil-4-(kinolin-2-il-metilenamino)-1H-pirazol-3(2H)-on (5). Sentezlenen bu Schiff bazlarının yapıları 1H NMR, 13C NMR ve FTIR ile aydınlatıldı. Sentezlenen bileşiklerin antioksidan aktiviteleri incelendi ve ABTS+• (2,2'-azino-bis(3-etilbenzotiyazolin-6-sülfonik asit)diamonyum katyonu) radikal katyonu giderme aktivitesi, DPPH• (1,1-difenil-2-pikrilhidrazil) radikal giderme aktivitesi ve indirgenme gücü aktivitesi yöntemleri kullanıldı. Trolox, BHT ve BHA standart olarak kullanıldı. Bileşik 1'in en yüksek antioksidan aktivite gösterdiği gözlendi.

In this thesis, five Schiff bases of 4-aminoantipyrine drived were synthesized: 4- (2-Pyridylmethylene) amino-1-phenyl-2,3-dimethyl-5-pyrazol-one (1), (E)-1,5-dimethyl-4-((2-methyl-1H-)indol-3-yl) methyleneamino)-2-phenyl-1H-pyrazol-3(2H)–one (2), (4Z) -4 - ((thiophen-2-yl) methylenethino) -1,2-dihydro-2,3 -dimethyl-1-phenylpyrazol-5-one (3), (4E) -4 - ((1H-indol-3-yl) methyleneamino) -1,2-dihydro-2,3-dimethyl-1-phenylpyrazol-5-one (4) and (E) -1,5-dimethyl-2-phenyl-4- (quinolin-2-ylmethyleneamino) -1H-pyrazol-3 (2H) –one (5). The structures of these synthesized Schiff bases were elucidated by 1H NMR, 13C NMR and FTIR. The antioxidant activities of synthesised compounds were carried out using different antioxidant assays such as 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical scavenging, 1,1-diphenyl-2-picryl-hydrazyl free radical (DPPH) scavenging, and reducing power. Trolox, BHT and BHA were used as standards. The compound 1 revealed the most antioxidant activity.