Yuliia FROLOVA, Andriy KAPLAUSHENKO, Nataliya NAGORNAYA

1H-TETRAZOL İÇEREN YENİ 1,2,4-TRİAZOL TÜREVLERİNİN TASARIMI, SENTEZİ, ANTİMİKROBİYAL VE ANTİFUNGAL AKTİVİTELERİ

Amaç: Antimikrobiyal ve antifungal ilaçlar dünyada en yaygın ilaç türlerindendir. Günümüzde mikroplara ve mantarlara karşı yeni ilacın üretilmesine ihtiyaç duyulur. Araştırmamızın amacı, 5-(1Н-tetrazol-1-il)-4Н-1,2,4-triazol-3-amin türevi yeni bileşiklerin sentezi ile sentez edilmiş bileşiklerin fizikokimyasal, antimikrobiyal ve antifungal özelliklerinin tespit edilmesidir. Gereç ve Yöntem: 5-(1Н-tetrazol-1-ilmetil)-4Н-1,2,4-triazol-3-il-1-(alkil-, aril-)-metanim, 5-(1H-tetrazol-1-ilmetil)-4H-1,2,4-triazol-3-amin’in sirke asidinde aldehitler ile etkileşimi sonucunda sentez edilmiştir. Bir sonraki aşamada indirgen olarak sodyum borohidrür kullanıldığı için ikili bağ yeniden kurulabilmiştir. Sentez edilmiş bileşiklerin yapıları, kızılaltı, nükleer manyetik rezonans ve kütle spektroskopisi ile doğrulanır. Sentez edilmiş bileşikler mikrop ve mantarlara karşı aktivite konusunda serili dilüsyon metodu ile denetlenmiştir. Sonuç ve Tartışma: Sentetik araştırmaların sonucunda 22 bileşikten oluşan yeni seri elde edilmiştir. 5-(1Н-tetrazol-1-ilmetil)-4Н-1,2,4-triazol-3-il-1-(5-nitrofuran-2-il)metanimin en iyi antimikrobiyal ve antifungal etkisine sahip olup Staphylococcus aureus (12,5/25 mg/ml), Escherichia coli (50/100 mg/ml), Pseudomonas aeruginosa (100/200 mg/ml), Candida albicans (50/50 mg/ml) için karşılaştırmalı ilacı geçtiğini tespit edilmiştir.

Anahtar Kelimeler:

1.2.4-triazol, 1Н-tetrazol, antimikrobiyal ve antifungal aktivite

DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY

Objective: Antimicrobials and antifungals are the most acquired drugs in the world. Today, it becomes necessary to create new drugs with antimicrobial and antifungal effect. The purpose of our research is the synthesis of new series of 5-(1Н-tetrazole-1-yl)-4H-1,2,4-triazole-3-amine, the establishment of physical-chemical, antimicrobial and antifungal properties for all synthesized compounds. Materials and Methods: 5-(1Н-tetrazole-1-yl-methyl)-4H-1,2,4-triazole-3-yl-1-(alkyl-, aryl-)-methanimines were synthesized by reacting of 5-(1H-tetrazole-1-yl-methyl)-4H-1,2,4-triazole-3-amine with aldehydes in acetic acid. Then, sodium borohydride was selected as a reducing agent, which allowed for the restoration of the double bond. The structures of synthesized compounds were confirmed by IR, 1H NMR and mass spectra. The synthesized compounds were evaluated for antimicrobial and antifungal activity by "serial dilutions" method. Result and Discussion: During the synthetic studies the new series of 22 compounds were obtained. The 5-(1Н-tetrazole-1-yl-methyl)-4H-1,2,4-triazole-3-yl-1-(5-nitrofuran-2-yl)methanimine was observed to be most possessing good antimicrobial and antifungal and has exceeded the reference standard for Staphylococcus aureus (12,5/25 mg/ml), Escherichia coli (50/100 mg/ml), Pseudomonas Aeruginosa (100/200 mg/ml), Candida albicans (50/50 mg/ml).

Keywords:

1Н-tetrazole, 1.2.4-triazole, antimicrobial and antifungal activity,

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