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Experimental and theoretical investigationof antioxidant activity and capacity ofthiosemicarbazones based on isatin derivatives   
Yazarlar
Doç. Dr. Temel Kan BAKIR
Kastamonu Üniversitesi, Türkiye
Hakan Sezgin Sayiner
Adıyaman Üniversitesi, Türkiye
Prof. Dr. Fatma KANDEMİRLİ
Kastamonu Üniversitesi, Türkiye
Özet
The peroxidation of linoleic acid (LA) in the presence of copper (II) ions alone and with butylhydroxytoluene (BHT), gallic acid (GA), a BHT/GA pair, 5-methoxyisatin-3-(N-4-chlorophenyl) thiosemicarbazone (H25MI3ClPT), and 5-methoxyisatin-3-(N-phenyl) thiosemicarbazone (H25MI3PT) was investigated in aerated and incubated emulsions at 37°C and pH 7. Cu(II)-induced LA peroxidation followed pseudo-first-order kinetics with respect to the primary oxidation products (hydroperoxides), which were determined by the ferric thiocyanate (Fe(III)-SCN) method. It was observed that (H25MI3ClPT) and (H25MI3PT) showed antioxidant properties, but the percentage inhibition decreased as the concentration increased, contrary to the behavior of GA and BHT. In addition, they were investigated by the DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging method. The IC50 values were 69.60, 11.87, 88.71, 73.62, and 430.11 µM for the standard antioxidants BHT, GA, H25MI3ClPT, H25MI3PT, and bis(isatin-3-(4-iodophenyl)thiosemicarbazonato) zinc(II) (BI3ITZn), respectively. The bond dissociation enthalpy (BDE), adiabatic ionization potential (AIP), proton dissociation enthalpy (PDE), proton affinity (PA), electron transfer enthalpy (ETE), ΔHacidity, ΔGacidity descriptors and DPPH radical scavenging mechanisms of thiosemicarbazone were also determined with the B3LYP method. Furthermore, the energy values in the transition state form for the reactions of H25MI3PT and H25MI3ClPT with DPPH were calculated as 0.022278 and 0.021953 au, respectively.
Anahtar Kelimeler
Antioxidant activity | B3LYP method | DPPH method | ferric thiocyanate method | thiosemicarbazone
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Phosphorus, Sulfur, and Silicon and the Related Elements
Dergi ISSN 1042-6507
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce
Basım Tarihi 03-2018
Doi Numarası 10.1080/10426507.2018.1452232