New 5-methylisatin-thiosemicarbazones: preparation, spectroscopic study and antioxidant properties
Yazarlar (1)
Prof. Dr. Temel Kan BAKIR Kastamonu Üniversitesi, Türkiye
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Research on Chemical Intermediates (Q2)
Dergi ISSN 0922-6168 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili Türkçe Basım Tarihi 09-2024
Cilt / Sayı / Sayfa 50 / 11 / 5593–5615 DOI 10.1007/s11164-024-05413-3
Makale Linki https://doi.org/10.1007/s11164-024-05413-3
UAK Araştırma Alanları
Organik Kimya Fiziksel Kimya
Özet
New isatin-thiosemicarbazone (1–6) were obtained from various 5-methylisatin and various isothiocyanates with good yields and efficient methods. The structures of the synthesized compounds were clarified by FT-IR, 1H-NMR, and 13C-NMR spectroscopic techniques and elemental analysis. The antioxidant activity properties of the compounds were investigated by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging method and total reducing power determinations. In our total reducing power study, where we chose Trolox as the standard antioxidant, it was found that the reducing powers of compounds containing different substituent groups and positions were close to each other and lower than Trolox. In the study using butylated hydroxytoluene (BHT) as a reference antioxidant, DPPH antiradical scavenging capacities of the synthesized compounds were determined. The free radical scavenging effects of the synthesized compounds were compared with the IC50 values obtained from the concentration equations and were found in the order BHT > 6 > 3 > 5 > 1 > 2 > 4. Structural and electronic properties of the compounds were examined by density functional theory (DFT) calculations and their relationship with the antioxidant properties of the compounds was discussed. DFT calculations played an important role in determining how the electronic properties of the synthesized compounds, especially in the presence of different substituents and in the ortho and meta positions, and accordingly the antioxidant properties of the compounds, changed. Experimental and theoretical results confirmed that methoxy-containing structures in the synthesized compounds exhibit higher antioxidant effects compared to halogen-containing structures, regardless of their position. Graphical abstract: (Figure presented.).
Anahtar Kelimeler
5-Methylisatin | Antioxidant activity | Spectroscopic techniques | Thiosemicarbazones
BM Sürdürülebilir Kalkınma Amaçları
Atıf Sayıları
Web of Science 2
Scopus 3
New 5-methylisatin-thiosemicarbazones: preparation, spectroscopic study and antioxidant properties

Paylaş

İletişim
  • Kastamonu Üniversitesi Rektörlüğü, Kuzeykent Kampüsü, Merkez/Kastamonu
  • unis@kastamonu.edu.tr 03662801000
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