Synthesis Characterization and Antioxidant Properties of Some New Potential Biologically Active 2-Ethoxy-6-(3-substitue-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl-azomethine)-phenyl Phenylacetate Derivatives

Abstract

1,2,4-Triazoles and their derivatives have a special place in many fields such as medicinal and pharmaceutical chemistry and so on. They are also used as vanguards for the synthesis of numerous heterocyclic compounds that have various biological activities and play very important roles. In this study, the reaction of phenylacetyl chloride and 3-ethoxy-2-hydroxybenzaldehyde was carried out to obtain 2-phenylacetoxy-3-ethoxybenzaldehyde, a new benzaldehyde derivative, in the presence of triethylamine. Synthesis of 2-ethoxy-6-(3-substitue-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl-azomethine)-phenyl phenylacetate compouns were carried out.In the continuation of the study, the N-acetylation reactions of some 3-type matters synthesized were also examined and the synthesis of six 2-ethoxy-6-(1-acetyl-3-substitue-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl-azomethine)-phenyl phenylacetate compounds was performed.The structures of the compounds were characterized using UV spectral data, 1H-NMR, 13C-NMR and IR data. In addition, elemental analysis results were obtained for 3c, 3f, 3i and 4e compounds. Finally, in vitro potential antioxidant activities of compounds synthesized by three different methods were analyzed.

Keywords

• Antioksidan
• Asetil
• Sentez
• 124-Triazol-5-on
• Schiff bazı

Bazı Yeni Potansiyel Biyolojik Aktif 2-Etoksi-6-(3-substitue-4,5-dihidro-1H-1,2,4-triazol-5-on-4-il-azometin)-fenil Fenilasetat Türevlerinin Sentezi, Karakterizasyonu ve Antioksidan Özellikleri

Öz

1,2,4-Triazoller ve türevleri, tıbbi ve ilaç kimyası ve benzeri bir çok alanda ayrı bir yere sahiptir. Bunlar, çeşitli biyolojik aktivitelere sahip olan ve çok önemli roller oynayan çok sayıda heterosiklik bileşiğin sentezi için öncü bileşikler olarak da kullanılmaktadır. Bu çalışmada, trietilaminli ortamda yeni bir benzaldehid türevi olan 2-fenilasetoksi-3-etoksibenzaldehid bileşiğinin elde edilmesi için fenilasetil klorür ile 3-etoksi-2-hidroksibenzaldehitin reaksiyonu gerçekleştirilmiş olup sonrasında bu benzaldehid türevi ile literatürde mevcut olan dokuz tane amino bileşiğinin reaksiyonları sonucu heterohalkalı bileşiklerden 2-etoksi-6-(3-substitue-4,5-dihidro-1H-1,2,4-triazol-5-on-4-il-azometin)-fenil fenilasetat bileşiğinin sentezi gerçekleştirilmiştir. Çalışmanın devamında sentezlenen bazı 3 tipi bileşiklerin N-asetillendirme reaksiyonları da incelenmiş ve karşın olan 6 adet 2-etoksi-6-(1-asetil-3-substitue-4,5-dihidro-1H-1,2,4-triazol-5-on-4-il-azometin)-fenil fenilasetat bileşiklerinin sentezi gerçekleştirilmiştir. Bileşiklerin yapıları UV spektral verileri, 1H-NMR, 13C-NMR spektrumları ve IR verileri kullanılarak karakterize edildi. Bunun yanında 3c, 3f, 3i ve 4e bileşikleri için elementel analiz sonuçlarıda alınmıştır. Son olarak üç farklı yöntemle sentezlenen bileşiklerin in vitro potansiyel antioksidan aktiviteleri analiz edilmiştir.

Anahtar Kelimeler

• Antioksidan
• Asetil
• Sentez
• 124-Triazol-5-on
• Schiff bazı

Kaynakça

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