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

Burak Kuzu; Aybek Yiğit; Fuat Karakuş

Makale detayları

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

Yazarlar:

Burak Kuzu | Aybek Yiğit | Fuat Karakuş

Yayıncı:

Ankara University

Ana Başlıklar:

Farmasotik Kimya

Dergi:

Ankara Üniversitesi Eczacılık Fakültesi Dergisi Vol.49 Issue 1, pp.42-52

Belge Tipi:

Makale

Yayın Tarihi:

1/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001333047

pISSN:

1015-3918

Anahtar kelimeler:

Özet:

 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 μgml. 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 μgml. Furthermore, the ADMET profiles of the presented compounds indicate that they may have suitable drugability parameters as potential antibacterial agents.

 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 μgml. 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 μgml. Furthermore, the ADMET profiles of the presented compounds indicate that they may have suitable drugability parameters as potential antibacterial agents.

 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 μgml. 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 μgml. Furthermore, the ADMET profiles of the presented compounds indicate that they may have suitable drugability parameters as potential antibacterial agents.

 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 μgml konsantrasyonunda E. coli suşuna karşı 8 mm ve S. aureus suşuna karşı 9 mmlik bir zon çapı oluşturdu. Ayrıca, Bileşik 17c, 40 μgml konsantrasyonunda E. coli bakteri suşunda 7 mmlik, S. aureus bakteri suşunda 8 mmlik bir zon çapı oluşturdu. İlaveten, sunulan bileşiklerin ADMET profilleri, bunların potansiyel antibakteriyel ajanlar olarak uygun ilaçlanabilirlik parametrelerine sahip olabileceğini göstermektedir.

Makale detayları

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

Yazarlar:

Burak Kuzu | Aybek Yiğit | Fuat Karakuş

Yayıncı:

Ankara University

Ana Başlıklar:

Farmasotik Kimya

Dergi:

Ankara Üniversitesi Eczacılık Fakültesi Dergisi Vol.49 Issue 1, pp.42-52

Belge Tipi:

Makale

Yayın Tarihi:

1/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001333047

pISSN:

1015-3918

Antibacterial

hybridization

in silico

synthesisAntibakteriyel

hibridizasyon

in siliko

sentez

Sayı

Makale detayları

Yazarlar: Burak Kuzu | Aybek Yiğit | Fuat Karakuş

Yayıncı: Ankara University

Ana Başlıklar: Farmasotik Kimya

Dergi: Ankara Üniversitesi Eczacılık Fakültesi Dergisi Vol.49 Issue 1, pp.42-52

Belge Tipi: Makale

Yayın Tarihi: 1/2025

Belge Dili: İngilizce

Document ID (Org No.): 2001333047

pISSN: 1015-3918

Sayı

Yazarlar:

Burak Kuzu | Aybek Yiğit | Fuat Karakuş

Yayıncı:

Ankara University

Ana Başlıklar:

Farmasotik Kimya

Dergi:

Ankara Üniversitesi Eczacılık Fakültesi Dergisi Vol.49 Issue 1, pp.42-52

Belge Tipi:

Makale

Yayın Tarihi:

1/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001333047

pISSN:

1015-3918