DESIGN, SYNTHESIS, AND EVALUATION OF ANTIBACTERIAL POTENTIAL OF HYDRAZONE-TETHERED PYRAZOLE-THIAZOLE DERIVATIVES

Year 2025, , 42 - 52, 20.01.2025

Burak Kuzu , Aybek Yiğit , Fuat Karakuş

https://doi.org/10.33483/jfpau.1529096

Abstract

Objective: This study includes the investigation of the antimicrobial potential of a series of compounds designed by hybridization of thiazole, hydrazone and pyrazole systems identified as antimicrobial moieties in the literature. The aim was to filter the designed compounds with drugability parameters, synthesize the selected compounds and test their antibacterial potential in silico and in vitro.
Material and Method: The drugability properties of synthesized compounds were determined by online scanners and the potential effects of selected compounds on E. coli and S. aureus strains were determined by disk diffusion method. Also, Autodock 4.2 software was used to determine the inhibitory potential of compounds against the dihydrofolate reductase (DHFR) enzyme.
Result and Discussion: In our study, among the newly designed hydrazone-linked pyrazole-thiazole compounds, the compounds determined according to their drugability parameters (17a-c) were synthesized with high efficiency. Among the compounds tested for antibacterial activity, Compound 17c formed a zone diameter of 8 mm against E. coli strain and 9 mm against S. aureus strain at a concentration of 80 μg/ml. Also, compound 17c formed a zone diameter of 7 mm against E. coli strain and 8 mm against S. aureus strain at a concentration of 40 μg/ml. Furthermore, the ADMET profiles of the presented compounds indicate that they may have suitable drugability parameters as potential antibacterial agents.

Keywords

Antibacterial, hybridization, in silico, synthesis

HİDRAZON BAĞLI PİRAZOL-TİYAZOL TÜREVLERİNİN TASARIMI, SENTEZİ VE ANTİBAKTERİYEL POTANSİYELİNİN DEĞERLENDİRİLMESİ

Abstract

Amaç: Bu çalışma, literatürdeki antimikrobiyal kısım olarak belirlenen tiyazol, hidrazon ve pirazol sistemlerinin hibridizasyonu ile tasarlanan bir seri bileşiğin antimikrobiyal etki potansiyelinin araştırılmasını içermektedir. Tasarlanan bileşiklerin ilaçlanabilirlik parametreleri ile filtrasyonu, seçilen bileşiklerin sentezi ve antibakteriyel etki potansiyelinin in siliko ve in vitro test edilmesi hedeflenmiştir.
Gereç ve Yöntem: Sentezlenen bileşiklerin ilaçlanabilirlik özellikleri online tarayıcılar ile belirlenmiş ve en düşük toksisite profiline sahip bileşiklerin E. coli ve S. aureus şujlarındaki potansiyel etkisi disk difüzyon yöntemi ile belirlenmiştir. Ayrıca bileşiklerin dihidrofolat redüktaz (DHFR) enzimine karşı inhibisyon potansiyelini belirlemek için Autodock 4.2 yazılımı kullanılmıştır.
Sonuç ve Tartışma: Çalışmamızda, yeni tasarlanan hidrazon bağlı pirazol-tiyazol bileşikleri arasında, ilaçlanabilirlik parametrelerine (17a-c) göre belirlenen bileşikler yüksek verimlilikle sentezlendi. Antibakteriyel aktivite için test edilen bileşikler arasında, Bileşik 17c, 80 μg/ml konsantrasyonunda E. coli suşuna karşı 8 mm ve S. aureus suşuna karşı 9 mm'lik bir zon çapı oluşturdu. Ayrıca, Bileşik 17c, 40 μg/ml konsantrasyonunda E. coli bakteri suşunda 7 mm'lik, S. aureus bakteri suşunda 8 mm’lik bir zon çapı oluşturdu. İlaveten, sunulan bileşiklerin ADMET profilleri, bunların potansiyel antibakteriyel ajanlar olarak uygun ilaçlanabilirlik parametrelerine sahip olabileceğini göstermektedir.

Keywords

Antibakteriyel, hibridizasyon, in siliko, sentez

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