2-Aminopiridin Türevleri ile 4-Kloro-5-sülfamoilbenzoik Asit Tuzlarının Sentezi, Karakterizasyonu ve Antimikrobiyal Özelliklerinin İncelenmesi

Year 2024, Volume: 9 Issue: 2, 467 - 482, 29.12.2024

Halil İlkimen , Cengiz Yenikaya , Aysel Gülbandılar

https://doi.org/10.33484/sinopfbd.1445026

Abstract

Bu çalışmada, 4-kloro-5-sülfamoilbenzoik asit (HClsba) ile 2-aminopiridin (2ap), 2-amino-3-pikolin (2a3p), 2-amino-5-pikolin (2a5p) ve 2-amino-6-pikolin’in (2a6p) proton transfer tuzları (1-4) sentezlenmiştir. Sentezlenen bileşiklerin yapıları, 1H NMR, IR, elementel analiz ve UV ile açıklanmıştır. Çalışmada kullanılan ve sentezlenen tüm maddelerin $Candida$ $albicans$ (ATCC 14053) mayasına ve $Enterococcus$ $faecalis$ (ATCC 29212), $Staphylococcus$ $aureus$ (NRRL-B 767), $Bacillus$ $subtilis$, $Listeria$ $monocytogenes$ (ATCC 7644) (Gram pozitif), $Pseudomonas$ $aeruginosa$ (ATCC 27853) ve $Escherichia$ $coli$ (ATCC 25922) (Gram negatif) bakterilerine karşı antimikrobiyal aktiviteleri incelenmiştir. Antimikrobiyal aktiviteleri Flukonazol, Levofloksasin, Vankomisin ve Sefepim ile kıyaslanmıştır. Bileşiklerde en iyi aktivite değerleri $S.$ $aureus$ bakterisinde tüm bileşikler (HClsba hariç), $E.$ $coli$ bakterisinde HClsba ve 2ap, $P.$ $aeruginosa$ bakterisinde tüm bileşikler (2a6mp ve 3 hariç), $L.$ $monocytogenes$ bakterisinde HClsba, 2a3mp, 1, 3 ve 4, $E.$ $faecalis$ bakterisinde tüm bileşikler (3 hariç), $B.$ $subtilis$ bakterisinde 2a5mp ve $C.$ $albicans$ mayasında tüm bileşikler (3 hariç) gözlenmiştir.

Keywords

4-Kloro-5-sülfamoyilbenzoik Asit, 2-Aminopiridin, 2-Aminopikolin, Proton Transfer Tuzu, Antimikrobiyal Aktivite

Ethical Statement

Çalışma, etik kurul izni ve herhangi bir özel izin gerektirmemektedir.

Supporting Institution

Bu çalışma, Kütahya Dumlupınar Üniversitesi Bilimsel Araştırma Projeleri Komisyon’unca, 2020/24 numaralı projesinden alınan maddeler kullanarak hazırlanmıştır.

Project Number

Bu çalışma, Kütahya Dumlupınar Üniversitesi Bilimsel Araştırma Projeleri Komisyon’unca, 2020/24 numaralı proje olarak desteklenmiştir.

Thanks

Katkılarından dolayı Kütahya Dumlupınar Üniversitesi Bilimsel Araştırma Projeleri Komisyonu’na teşekkür ederiz.

Synthesis, Characterization and Investigation of Antimicrobial Properties of Salts of 2-Aminopyridine Derivatives and 4-Chloro-5-Sulfamoylbenzoic Acid

Abstract

In this study, proton transfer salts (1-4) of 4-chloro-5-sulfamoylbenzoic acid (HClsba) with 2-aminopyridine (2ap), 2-amino-3-picoline (2a3p), 2-amino-5-picoline (2a5p) and 2-amino-6-picoline (2a6p) were synthesized. The structures of the synthesized compounds were elucidated by 1H NMR, IR, elemental analysis, and UV. The antimicrobial activities of all substances used and synthesized in the study are examined against the yeast $Candida$ $albicans$ (ATCC 14053), and the bacteria $Enterococcus$ $faecalis$ (ATCC 29212), $Staphylococcus$ $aureus$ (NRRL-B 767), $Bacillus$ $subtilis$, $Listeria$ $monocytogenes$ (ATCC 7644) (Gram positive), $Pseudomonas$ $aeruginosa$ (ATCC 27853) and $Escherichia$ $coli$ (ATCC 25922) (Gram negative). Their antimicrobial activities were compared with Fluconazole, Levofloxacin, Vancomycin and Cefepime. The best activity values of the compounds are all compounds (except HClsba) for $S.$ $aureus$ bacteria, HClsba and 2ap for $E.$ $coli$ bacteria, all compounds (except 2a6mp and 3) for $P.$ $aeruginosa$ bacteria, HClsba, 2a3mp, 1, 3 and 4 for $L.$ $monocytogenes$ bacteria, all compounds (except 3) for $E.$ $faecalis$ bacteria, 2a5mp for $B.$ $subtilis$ bacteria, and all compounds (except 3) were observed for $C.$ $albicans$ yeast.

Keywords

4-Chloro-5-Sulfamoylbenzoic acid, 2-Aminopyridine, 2-Aminopicoline, proton transfer salt, antimicrobial activity

Project Number

Bu çalışma, Kütahya Dumlupınar Üniversitesi Bilimsel Araştırma Projeleri Komisyon’unca, 2020/24 numaralı proje olarak desteklenmiştir.

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