Heterocyclic Amides Derived from 2-Thiopheneacetic Acid: Synthesis, Characterization and Antimicrobial Activity Evaluation

Year 2021, , 389 - 396, 31.01.2021

Şükriye Çakmak , Aysel Veyisoğlu

https://doi.org/10.31202/ecjse.824619

Cited By: 1

Abstract

The heterocyclic amide derivatives (I-IV) were synthesized from 2-thiophenacetic acid in two steps. In the first step, the intermediate acylation agent formed and isolated, then subjected to aminolysis and the corresponding amide derivatives were obtained. The structures of compounds obtained were characterized by FT-IR, 13C NMR, 1H NMR, spectroscopies and elemental analysis techniques. The antibacterial activities of these four compounds against Gram-negative bacteria, Gram-positive bacteria and fungi were investigated using the minimum inhibition concentration method. As a result, compounds (I and III) exhibited better good antibacterial activities against Staphylococcus aureus, Enterococcus faecalis and Pseudomonas aeruginosa compared to commercially standard antibacterial agent of amoxicillin.

Keywords

Acyl chloride,, heterocyclic amides,, antimicrobial activity,, aminolysis,, spectroscopic evaluation

2-Tiyofenasetik Asitten Türetilen Heterosiklik Amitler: Sentez, Karakterizasyon ve Antimikrobiyal Aktivitesinin Değerlendirilmesi

Abstract

Heterosiklik amid türevleri (I-IV), iki aşamada 2-tiyofenasetik asitten sentezlendi. İlk aşamada, ara açilasyon ajanı oluşturuldu ve izole edildi, ardından aminolize tabi tutuldu ve karşılık gelen amid türevleri elde edildi. Elde edilen bileşiklerin yapıları FT-IR, 13C NMR, 1H NMR, spektroskopi ve element analiz teknikleri ile karakterize edildi. Bu dört bileşiğin Gram negatif bakterilere, Gram pozitif bakterilere ve mantarlara karşı antibakteriyel aktivitesi minimum inhibisyon konsantrasyon yöntemi kullanılarak araştırıldı. Sonuç olarak, bileşikler (I ve III), ticari olarak temin edilebilen amoksisilinin antibakteriyel standardına göre Staphylococcus aureus, Enterococcus faecalis ve Pseudomonas aeruginosa'ya karşı daha iyi antibakteriyel aktivite sergilediği gözlemlenmiştir.

Keywords

Asit klorür,, heterosiklik amit,, antimikrobiyal aktivite,, aminoliz,, spektroskopik değerlendirme

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