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Öğe Synthesis, characterization and antioxidant activity of heterocyclic Schiff bases(Journal of the Chinese Chemical Society, 2020-08-04) Aral, Tarık; Dağ, Beşir; Kızılkaya, Hakan; Genç, Nusret; Erenler, RamazanSchiff base derivatives have gained great importance due to revealing a great number of biological properties. Schiff bases were synthesized by treatment of 4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (1) with various aldehydes in methanol at reflux. In addition, diamine was reacted with an aldehyde to yield the corresponding Schiff bases. The structures of synthesized Schiff bases were elucidated by spectroscopic methods such as microanalysis, 1 H-NMR, 13C-NMR, and FTIR. Antioxidant activities of synthesized Schiff bases were carried out using different antioxidant assays such as 1,1-diphenyl-2-picryl-hydrazyl free radical (DPPH• ) scavenging, 2,20 -azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical scavenging, and reducing power activity. (E)-4-((1H-indol-3-yl)methyleneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (3), (E)-1,5-dimethyl-4-((2-methyl-1H-indol-3-yl) methyleneamino)-2-phenyl-1H-pyrazol-3(2H)-one (5), (E)-1,5-dimethyl-2-phenyl-4-(thiophen-2-ylmethyleneamino)-1H-pyrazol-3(2H)-one (7), (E)-1,5-dimethyl2-phenyl-4-(quinolin-2-ylmethyleneamino)-1H-pyrazol-3(2H)-one (9), (1S,2S, N1,N2)-N1,N2-bis((1H-indol-3-yl)methylene)cyclohexane-1,2-diamine (11), and (1S,2S,N1,N2)-N1,N2-bis((2-methyl-1H-indol-3-yl)methylene)cyclohexane-1,2-diamine (12) were synthesized in high yields. Compound 5 displayed a good ABTS•+ activity. Compound 3 revealed the outstanding activity in all assays. Compound 7 has the best-reducing power ability in comparison to other synthesized compounds. Although compounds 5, 11, 12 are new, compounds 3, 7, 9 are known. Due to revealing a good antioxidant activity, the synthesized compounds (3, 5, 7) have the potential to be used as synthetic antioxidant agents.Öğe Bazı yeni hidrazon bileşiklerinin sentezi, karakterizasyonu ve antioksidan aktivitelerinin belirlenmesi(Batman Üniversitesi Lisansüstü Eğitim Enstitüsü, 2022-09-28) Esmer, Yusuf İslam; Çınar, Ercan; Başaran, EyüpBu araştırmada, bir aril sülfonat parçası (2a-i) taşıyan bazı yeni heterosiklik hidrazon bileşikleri ilk kez başarılı bir şekilde sentezlendi ve bazı spektroskopik tekniklerle (FT-IR, 1H ve 13C NMR) aydınlatıldı. Sentezlenen tüm moleküllerin asetilkolinesteraz (AChE), butirilkolinesteraz (BChE), tirozinaz enzimleri üzerindeki inhibitör potansiyelleri araştırıldı. Ayrıca tüm moleküllerin DPPH serbest radikal giderimi, ABTS katyon radikali giderimi ve CUPRAC antioksidan aktiviteleri incelendi. BChE inhibisyon aktivitesi yönteminde 2-formilfenil 4-klorobenzensülfonat (1a) (IC50=10,45 μM), 5-(dietilamino)-2-formilfenil 4-Klorobenzensülfonat (1h) (IC50=10,12 μM) ve 1-( (2-nikotinoilhidrazono)metil)naftalen-2-il 4-klorobenzensülfonat (2i) (IC50=9,89 uM), standart bileşik galantaminden daha etkili bulundu. DPPH serbest radikal giderimi testinde, 2-((2-nikotinoilhidrazono)metil)fenil 4-klorobenzensülfonat (2a) (IC50=361,03 μM) ve 5-metoksi-2-((2-nikotinoilhidrazono)metil)fenil 4-klorobenzensülfonat (2e) ( IC50=348,9 μM) en yüksek antioksidan aktiviteyi gösterdi. Öte yandan, 1a, 1h, 2i bileşikleri ve galantamin moleküllerinin moleküler elektrostatik potansiyel (MEP) haritaları incelenmiştir.
