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Synthesis, structure, cytotoxic and antioxidant properties of 6-ethoxy-4-methylcoumarin       
Yazarlar
Fatih Çağlar Çelikezen
Bitlis Eren Üniversitesi, Türkiye
Öğr. Gör. Dr. Cahit ÖREK Öğr. Gör. Dr. Cahit ÖREK
Kastamonu Üniversitesi, Türkiye
Akif Evren Parlak
Fırat Üniversitesi, Türkiye
Kamuran Saraç
Bitlis Eren Üniversitesi, Türkiye
Hasan Türkez
Erzurum Teknik Üniversitesi, Türkiye
Özlem Özdemir Tozlu
Erzurum Teknik Üniversitesi, Türkiye
Özet
Coumarins have a wide usage area in medicinal applications. It is known that the design and synthesis of new coumarin derivatives are performed to prepare new drugs in many laboratories. The aim of the study was to synthesize 6-ethoxy-4-methylcoumarin and detect its chemical and biological properties for the first time. 6-ethoxy-4-methylcoumarin was synthesized using Pechmann method. Atomic orbital (GIAO) 1H and 13C NMR chemical shift values in the ground state were calculated and Density Functional Method (DFT) was applied with the 6–311++G (d, p) basis set to determine chemical properties. 6-ethoxy-4-methylcoumarin was applied to cultured blood samples at various concentrations (10–400 mg/L) for determining biological activity. 3-(4,5-dimethylthiazol-2-yl)-2,5 diphenyltetrazolium bromide (MTT) and lactate dehydrogenase (LDH) release assays were used to evaluate cytotoxic effect. In addition, total antioxidant capacity (TAC) and total oxidative status (TOS) were examined to determine antioxidant properties. The results showed that theoretical vibrational frequencies and chemical shift values were close to experimental values. Moreover, 6-ethoxy-4-methylcoumarin showed a slight cytotoxic effect at dose of 200 mg/L and exhibited an antioxidant activity at 25 mg/L concentration without changing oxidative status at all of doses.
Anahtar Kelimeler
Antioxidant | Coumarins | Cytotoxic | DFT | NMR | Vibrational spectra
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı JOURNAL OF MOLECULAR STRUCTURE
Dergi ISSN 0022-2860
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q3
Makale Dili İngilizce
Basım Tarihi 04-2020
Cilt No 1205
Sayı 1
Sayfalar 127577 / 0
Doi Numarası 10.1016/j.molstruc.2019.127577
Makale Linki https://linkinghub.elsevier.com/retrieve/pii/S0022286019316862