Synthesis, Characterization and Investigation of Antimicrobial Activities of Metal Complexes of (E)-4-oxo-4-(3-sulfamoylphenyl)amino)but-2-enoic Acid

Abstract

In this study, Fe(II) (2) {[Fe(1)2]}, Co(II) (3) {[Co(1)2].3H2O}, Ni(II) (4) {[Ni(1)2].3H2O}, Cu(II) (5) {[Cu(1)2]} and Zn(II) (6) {[Zn(1)2].3H2O} complexes of (E)-4-oxo-4-(4-sulfamoylanilino)but-2-enoic acid (1) were synthesized and their structures were suggested by AAS, IR, UV-vis, magnetic moment and molar conductivity measurements. In addition, compounds 1-6 of antimicrobial activities against Bacillus subtilis, Listeria monocytogenes (ATCC 7644), Enterococcus faecalis (ATCC 29212), Staphylococcus aureus (NRRL-B 767) (Gram positive), Pseudomonas aeruginosa (ATCC 27853) and Escherichia coli (ATCC 25922) (Gram negative) (bacteria) and Candida Albicans (ATCC 14053) (yeast) were tested using the microdilution method. Antifungal activity results were compared with the control compound Fluconazole, while antibacterial results were compared with Levofloxacin, Cefepime and Vancomycin. As a result of the activity studies, it was observed that the newly synthesized compounds had antimicrobial activity against bacteria and yeasts. In the activity results of the compounds, 1-6 in B. subtilis bacteria, 2-6 in E. faecalis bacteria, 1-6 in S. aureus bacteria, 4 and 5 in E. coli bacteria, 1, 3, 5 and 6 in L. monocytogens bacteria, 1, 3 and 5 in P. aeruginoa bacteria and 2-4 in C. albicans yeast were observed.

Keywords

• (E)-4-oxo-4-(4-sulfamoylanilino)but-2-enoic acid
• 2-Aminobenzothiazole
• 5-Sulfosalicylic acid
• Proton Transfer Salt

(E)-4-okso-4-(3-sülfamoyilfenil)amino)büt-2-enoik Asitin Metal Kompleklerinin Sentezi, Karakterizasyonu ve Antimikrobiyal Aktivitelerinin İncelenmesi

Öz

Bu çalışmada, (E)-4-okso-4-(4-sulfamoyilanilino)büt-2-enoik asitin (1) Fe(II) (2) {[Fe(1)2]}, Co(II) (3) {[Co(1)2].3H2O}, Ni(II) (4) {[Ni(1)2].3H2O}, Cu(II) (5) {[Cu(1)2]} ve Zn(II) (6) {[Zn(1)2].3H2O} kompleksleri sentezlenmiş ve yapıları AAS, IR, UV-vis, manyetik moment ve molar iletkenlik ölçümleri ile önerilmiştir. Ayrıca, 1-6 bileşiklerinin Bacillus subtilis, Listeria monocytogenes (ATCC 7644), Enterococcus faecalis (ATCC 29212), Staphylococcus aureus (NRRL-B 767) (Gram pozitif), Pseudomonas aeruginosa (ATCC 27853) ve Escherichia coli (ATCC 25922) (Gram negatif) bakterilerine ve Candida Albicans (ATCC 14053) mayasına karşı antimikrobiyal aktiviteleri mikrodilüsyon metodu kullanılarak test edilmiştir. Antifungal aktivite sonuçları kontrol bileşiği Flukonazol ile karşılaştırılırken, antibakteriyel sonuçlar ise Levofloksasin, Sefepim ve Vankomisin ile karşılaştırılmıştır. Aktivite çalışmaları sonucunda yeni sentezlenen bileşiklerin bakteri ve mayalara karşı antimikrobiyal aktiviteye sahip olduğu gözlenmiştir. Bileşiklerin aktivite sonuçlarında en iyi aktiviteyi B. subtilis bakterisinde 1-6, E. faecalis bakterisinde 2-6, S. aureus bakterisinde 1-6, E. coli bakterisinde 4 ve 5, L. monocytogens bakterisinde 1, 3, 5 ve 6, P. aeruginoa bakterisinde 1, 3 ve 5 ve C. albicans mayasında 2-4 gözlenmiştir.

Anahtar Kelimeler

• (E)-4-okso-4-(4-sulfamoyilanilino)büt-2-enoik asit
• 2-Aminobenzotiyazol
• 5-Sülfosalisilik asit
• Proton Transfer Tuzu

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