Biological Effects and Crystal X-Ray Study of Novel Schiff Base Containing Pentafluorophenyl Hydrazine: In Vitro and in Silico Studies

Fatma Hamurcu*, Ümmühan Özdemir Özmen, Ozan Sanlı Şentürk, Kerem Kaya, Sevki Adem, Büşra Aksoy Erden, Hasan Ufuk Celebioglu, Yavuz Erden, Parham Taslimi*

*Bu çalışma için yazışmadan sorumlu yazar

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Özet

A novel Schiff base namely 3,5-di-tert-butyl-6-((2-(perfluorophenyl)hydrazono)methyl)phenol was successfully synthesized and characterized using FT-IR and 1H-NMR, 13C-NMR, and 19F-NMR. The crystal structure analysis of the Schiff base compound was also characterized with single crystal X-ray diffraction studies and supported the spectroscopic results. The cytotoxicity, anti-bacterial properties, and enzyme inhibition of the compound were also investigated. The molecular docking studies were performed in order to explain the interactions of the synthesized compound with target enzymes. The newly synthesized hydrazone derivative Schiff base compound showed high cellular toxicity on MCF-7 and PC-3 cells. Also, this compound caused low antibacterial effect on E. coli and S. aureus. Besides, the compound exhibited the inhibitory effect against pancreatic cholesterol esterase and carbonic anhydrase isoenzyme I, II with IC50 values 63, 99, and 188 μM, respectively. Consequently, it has been determined that the prepared Schiff base is an active compound in terms of cytotoxicity, enzyme inhibition, and anti-bacterial properties. These results provide preliminary information for some biological features of the compound and can play a major role in drug applications of the Schiff base compound.

Orijinal dilİngilizce
Makale numarasıe202301132
DergiChemistry and Biodiversity
Hacim20
Basın numarası11
DOI'lar
Yayın durumuYayınlandı - Kas 2023

Bibliyografik not

Publisher Copyright:
© 2023 Wiley-VHCA AG, Zurich, Switzerland.

Finansman

This study was supported by Bartin University, Scientific Research Coordination Unit (project No. 2019‐FEN‐A‐004).

FinansörlerFinansör numarası
Bartin Üniversitesi2019‐FEN‐A‐004

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