Scopus
YÖKSİS Eşleşti
Synthesis, and docking studies of novel tetrazole-S-alkyl derivatives as antimicrobial agents
Phosphorus, Sulfur and Silicon and the Related Elements · Ocak 2023
YÖKSİS Kayıtları
Synthesis, and docking studies of novel tetrazole-S-alkyl derivatives as antimicrobial agents
Phosphorus, Sulfur, and Silicon and the Related Elements · 2022 SCI-Expanded
DOKTOR ÖĞRETİM ÜYESİ AYŞEN IŞIK →
Makale Bilgileri
DergiPhosphorus, Sulfur and Silicon and the Related Elements
Yayın TarihiOcak 2023
Cilt / Sayfa198 · 137-144
Scopus ID2-s2.0-85138009640
Özet
A series of novel tetrazole-S-alkyl-piperazine derivatives were synthesized and evaluated for their antifungal activity against C. albicans (ATCC 24433), C. krusei (ATCC 6258) and C. parapsilosis (ATCC 22019) and antibacterial activity against E. coli (ATCC 25922), S. marcescens (ATCC 8100), K. pneumoniae (ATCC 13883), P. aeruginosa (ATCC 27853), E. faecalis (ATCC 2942), B. subtilis (ATCC), S. aureus (ATCC 29213), S. epidermidis (ATCC 12228). Among the synthesized compounds, 1-(4-cycylohexylpiperazin-1-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)ethan-1-one (2b) (MIC = 7.81 µg/mL) and 1-(4-(4-chlorobenzyl)piperazin-1-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)ethan-1-one (2f) (MIC = 3.90 µg/mL) displayed significant antifungal activity and compared to reference drugs voriconazole and fluconazole. Besides, compound 2b has showed also higher antibacterial activity against E. faecalis (ATCC 2942) as a reference drug azithromycin, with a MIC value of 3.90 µg/mL, and compound 2d was found to be effective against S. epidermidis (ATCC 12228) as the same reference drug, with a MIC value of 7.81 µg/mL. All the derivatives were efficiently synthesized by a two-step process. The structure of the newly synthesized compounds was elucidated by their 1H NMR, 13C NMR, LC-MS/MS, and elemental analysis. In this study, the detailed synthesis, spectroscopic and biological evaluation data are reported. Molecular docking studies of all compounds were performed with the sterol 14-alpha demethylase enzyme of C. albicans, the target enzyme of azole antifungal drugs.
Yazarlar (8)
1
Ulviye Acar Çevik
ORCID: 0000-0003-3537-2544
2
Ismail Celik
ORCID: 0000-0002-8146-1663
3
Ayşen Işık
4
Ülküye Dudu Gül
5
Gizem Bayazıt
6
Hayrani Eren Bostancı
7
Yusuf Özkay
8
Zafer Asım Kaplancıklı
Anahtar Kelimeler
14α-demethylase
antimicrobial
candida
molecular docking
Tetrazole
Kurumlar
Anadolu Üniversitesi
Eskisehir Turkey
Bilecik Şeyh Edebali Üniversitesi
Bilecik Turkey
Cumhuriyet Üniversitesi
Sivas Turkey
Erciyes Üniversitesi
Kayseri Turkey
Selçuk Üniversitesi
Selçuklu Turkey
Metrikler
2
Atıf
8
Yazar
5
Anahtar Kelime