Synthesis and Antibacterial Activity of Some Aryloxyacetic Acid Derivatives Containing Aryl Sulfonate Moiety

Year 2023, Volume: 8 Issue: 2, 260 - 265, 06.06.2023

Sevil Şenkardeş , Tuğçe Koyuncu , Hilal Basak Erol , Banu Kaşkatepe

https://doi.org/10.26453/otjhs.1270936

Abstract

Objective: Today, the development of antibiotic resistance is increasing rapidly. This makes it necessary to discover new antibiotics; therefore, this research aims to find new antibacterial agents.
Materials and Methods: Structures of the newly synthesised compounds (4a-d, 5a-d) were elucidated by elemental analyses and spectroscopic data. Their in vitro antibacterial activities were tested using a micro-dilution technique against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, and Enterococcus faecalis. Ciprofloxacin was used as the control drug in this study, which was carried out in accordance with the guidelines of the European Committee on Antimicrobial Susceptibility Testing.
Results: The antimicrobial activities of the compounds were found in a wide range with minimum inhibitory concentration (MIC) values of 15.62-125 μg/mL. Particularly, 4-((2-(2-(4-chloro-3-methyl)acetyl)hydrazineylidene)methyl)phenyl p-methyl benzenesulfonate (4b) was found to be most effective against Enterococcus faecalis with MIC value of 15.62 µg/mL.
Conclusion: The findings of this study display that the different derivatives of the molecules in this study may be considered important candidates for future research. Considering the results, it is planned to reach more effective new compounds with modifications to be made by changing the substituents on the aromatic rings.

Keywords

Hydrazone, sulfonate, aldehyde, antimicrobial activity, hydrazide.

Supporting Institution

TÜBİTAK 2209-A University Students Research Projects Support Program.

Project Number

Project application no: 1919B012107103

Aril Sülfonat Parçası İçeren Bazı Ariloksiasetik Asit Türevlerinin Sentezi ve Antibakteriyel Aktivitesi

Abstract

Amaç: Günümüzde antibiyotik direnci gelişimi hızla artmaktadır. Bu da yeni antibiyotiklerin keşfedilmesini gerekli kılmaktadır. Dolayısıyla bu araştırmanın amacı yeni antibakteriyel ajanlar bulmaktır.
Materyal ve Metot: Yeni sentezlenen bileşiklerin (4a-d, 5a-d) yapıları elemental analiz ve spektroskopik verilerle aydınlatıldı. Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, metisiline dirençli Staphylococcus aureus and Enterococcus faecalis’e karşı mikrodilüsyon tekniği kullanılarak in vitro antibakteriyel aktiviteleri test edildi. Avrupa Antibiyotik Duyarlılık Komitesi standartlarına uygun olarak yapılan bu çalışmada, kontrol ilaç olarak siprofloksazin kullanıldı.
Bulgular: Bileşiklerin antimikrobiyal aktivite sonuçları minimum inhibitör konsantrasyon (MİK)=15,62-125 μg/mL olarak geniş bir aralıkta bulundu ve özellikle 4-((2-(2-(4-kloro-3-metil)asetil)hidraziniliden)metil)fenil p-metilbenzensülfonat (4b)' nin 15,62 µg/mL MİK değeri ile Enterococcus faecalis'e karşı en etkili olduğu tespit edildi.
Sonuç: Bu çalışmanın bulguları, bu çalışmadaki moleküllerin farklı türevlerinin gelecekteki araştırmalar için önemli adaylar olarak kabul edilebileceğini göstermektedir. Sonuçlar göz önüne alındığında; aromatik halkaların üzerindeki sübstitüentler değiştirilerek yapılacak modifikasyonlarla daha etkin yeni bileşiklere ulaşılması planlanmaktadır.

Keywords

Aldehit, antimikrobiyal aktivite, hidrazit, hidrazon, sülfonat

Project Number

Project application no: 1919B012107103

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