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Synthesis and structural characterization of novel <i>O</i>-substituted phenolic and chalcone derivatives with antioxidant activity      
Yazarlar
Bathélémy Ngameni
Türkiye
Doç. Dr. Musa ERDOĞAN
Kafkas Üniversitesi, Türkiye
Victor Kuete
Türkiye
Erdin Dalkılıç
Çankırı Karatekin Üniversitesi, Türkiye
Bonaventure T Ngadjui
Türkiye
Arif Daştan
Atatürk Üniversitesi, Türkiye
Özet
A series of novel 4-O-alkyltriazolylphenolic derivatives is first synthesized with good to excellent yields via the click reaction of 3-methoxy-4-O-propargylbenzaldehyde or 3-allyl-4-O-propargylacetophenone and aromatic azide derivatives. Next, the chalcones are prepared via the Claisen-Schmidt method from 4-O-alkylphenylketone derivatives in the presence of the corresponding (hetero)aromatic aldehydes as electrophiles. The structures of the newly synthesized compounds are confirmed from their infrared, nuclear magnetic resonance spectral data, and by elemental analysis. The main advantages of this procedure are the simplicity of the reaction conditions, easily available starting materials, and simple work-up. The antioxidant activity of several of the products is determined using the DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate) radical scavenging assay. 4-O-propargylvanillin (IC50 = 14.54 µg/mL) had moderate antioxidant activity.
Anahtar Kelimeler
1,3-dipolar cycloaddition | antioxidant activity | click chemistry | condensation reaction | O-alkylation | triazolated derivatives
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Journal of Chemical Research
Dergi ISSN 1747-5198
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q4
Makale Dili İngilizce
Basım Tarihi 01-2020
Cilt No 45
Sayı 1
Sayfalar 159 / 165
Doi Numarası 10.1177/1747519820932789
Makale Linki http://dx.doi.org/10.1177/1747519820932789