Antimicrobially Active Zn(II) Complexes of Reduced Schiff Bases Derived from Cyclohexane-1,2-diamine and Fluorinated Benzaldehydes—Synthesis, Crystal Structure and Bioactivity

0574151 - ÚACH 2024 RIV CH eng J - Journal Article
Oboňová, B. - Habala, L. - Litecká, Miroslava - Herich, P. - Bilková, A. - Bilka, F. - Horváth, B.
Antimicrobially Active Zn(II) Complexes of Reduced Schiff Bases Derived from Cyclohexane-1,2-diamine and Fluorinated Benzaldehydes—Synthesis, Crystal Structure and Bioactivity.
Life. Roč. 13, č. 7 (2023), č. článku 1516. E-ISSN 2075-1729
Institutional support: RVO:61388980
Keywords : antimicrobial activity * metal complexes * fluorinated compounds * medicinal chemistry * Schiff bases * zinc
OECD category: Inorganic and nuclear chemistry
Impact factor: 3.2, year: 2022
Method of publishing: Open access

A series of Schiff base ligands obtained by the condensation of trans-cyclohexane-1,2-diamine and fluorinated benzaldehydes were prepared, followed by their reduction with NaBH4. The reduced ligands were employed in the synthesis of zinc complexes of the general formula [ZnCl2(L)]. The structures of both the original and the reduced Schiff bases, as well as of the zinc complexes, were characterized by single-crystal X-ray analysis, along with NMR and IR spectroscopy. The antimicrobial activities of the reduced Schiff bases and their zinc complexes were evaluated in vitro against E. coli, S. aureus, and C. albicans. The compounds containing the 4-(trifluoromethylphenyl) moiety showed marked antibacterial activity. Interestingly, the antimicrobial effect of the zinc complex with this moiety was significantly higher than that of the corresponding free reduced ligand, comparable with ciprofloxacin used as standard. Thus, a synergic effect upon the complexation with zinc can be inferred.
Permanent Link: https://hdl.handle.net/11104/0344533


Research data: MDPI