Yıl 2020, Cilt 44 , Sayı 1, Sayfalar 70 - 88 2020-01-31

DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY
1H-TETRAZOL İÇEREN YENİ 1,2,4-TRİAZOL TÜREVLERİNİN TASARIMI, SENTEZİ, ANTİMİKROBİYAL VE ANTİFUNGAL AKTİVİTELERİ

Yuliia FROLOVA [1] , Andriy KAPLAUSHENKO [2] , Nataliya NAGORNAYA [3]


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).

        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.

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Birincil Dil en
Konular Farmakoloji ve Eczacılık
Bölüm Araştırma Makalesi
Yazarlar

Orcid: 0000-0002-3995-5088
Yazar: Yuliia FROLOVA
Ülke: Ukraine


Orcid: 0000-0003-3704-5539
Yazar: Andriy KAPLAUSHENKO
Kurum: Zaporizhzhya State Medical University, Faculty of Pharmacy, Department of Physical and Colloidal Chemistry
Ülke: Ukraine


Yazar: Nataliya NAGORNAYA
Kurum: Zaporizhzhya State Medical University, Faculty of Pharmacy, Department of Medicinal Preparations Technology, Zaporizhzhya
Ülke: Ukraine


Destekleyen Kurum We acknowledge complete support of the Zaporozhye State Medical University.
Teşekkür We thank rector of Zaporozhye State Medical University Prof. Yu. M. Kolesnyk for his help and support.
Tarihler

Yayımlanma Tarihi : 31 Ocak 2020

Bibtex @araştırma makalesi { jfpanu574001, journal = {Journal of Faculty of Pharmacy of Ankara University}, issn = {1015-3918}, eissn = {2564-6524}, address = {Ankara University Faculty of Pharmacy Degol Str. TR-06100 Tandogan/Ankra/TURKEY}, publisher = {Ankara Üniversitesi}, year = {2020}, volume = {44}, pages = {70 - 88}, doi = {10.33483/jfpau.574001}, title = {DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY}, key = {cite}, author = {FROLOVA, Yuliia and KAPLAUSHENKO, Andriy and NAGORNAYA, Nataliya} }
APA FROLOVA, Y , KAPLAUSHENKO, A , NAGORNAYA, N . (2020). DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY. Journal of Faculty of Pharmacy of Ankara University , 44 (1) , 70-88 . DOI: 10.33483/jfpau.574001
MLA FROLOVA, Y , KAPLAUSHENKO, A , NAGORNAYA, N . "DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY". Journal of Faculty of Pharmacy of Ankara University 44 (2020 ): 70-88 <https://dergipark.org.tr/tr/pub/jfpanu/issue/52196/574001>
Chicago FROLOVA, Y , KAPLAUSHENKO, A , NAGORNAYA, N . "DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY". Journal of Faculty of Pharmacy of Ankara University 44 (2020 ): 70-88
RIS TY - JOUR T1 - DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY AU - Yuliia FROLOVA , Andriy KAPLAUSHENKO , Nataliya NAGORNAYA Y1 - 2020 PY - 2020 N1 - doi: 10.33483/jfpau.574001 DO - 10.33483/jfpau.574001 T2 - Journal of Faculty of Pharmacy of Ankara University JF - Journal JO - JOR SP - 70 EP - 88 VL - 44 IS - 1 SN - 1015-3918-2564-6524 M3 - doi: 10.33483/jfpau.574001 UR - https://doi.org/10.33483/jfpau.574001 Y2 - 2020 ER -
EndNote %0 Ankara Üniversitesi Eczacılık Fakültesi Dergisi DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY %A Yuliia FROLOVA , Andriy KAPLAUSHENKO , Nataliya NAGORNAYA %T DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY %D 2020 %J Journal of Faculty of Pharmacy of Ankara University %P 1015-3918-2564-6524 %V 44 %N 1 %R doi: 10.33483/jfpau.574001 %U 10.33483/jfpau.574001
ISNAD FROLOVA, Yuliia , KAPLAUSHENKO, Andriy , NAGORNAYA, Nataliya . "DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY". Journal of Faculty of Pharmacy of Ankara University 44 / 1 (Ocak 2020): 70-88 . https://doi.org/10.33483/jfpau.574001
AMA FROLOVA Y , KAPLAUSHENKO A , NAGORNAYA N . DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY. Ankara Ecz. Fak. Derg.. 2020; 44(1): 70-88.
Vancouver FROLOVA Y , KAPLAUSHENKO A , NAGORNAYA N . DESIGN, SYNTHESIS, ANTIMICROBIAL AND ANTIFUNGAL ACTIVITIES OF NEW 1,2,4-TRIAZOLE DERIVATIVES CONTAINING 1H-TETRAZOLE MOIETY. Journal of Faculty of Pharmacy of Ankara University. 2020; 44(1): 88-70.