Synergy of experimental and computational chemistry : structure and biological activity of Zn(II) hydrazone complexes

Savić, Milica (avtor), Pevec, Andrej (avtor), Stevanović, Nevena Lj. (avtor), Novaković, Irena (avtor), Matić, Ivana Z. (avtor), Petrović, Nina (avtor), Stanojković, Tatjana (avtor), Milčić, Karla (avtor), Zlatar, Matija (avtor), Turel, Iztok (avtor), Čobeljić, Božidar R. (avtor), Milčić, Miloš (avtor), Gruden-Pavlović, Maja (avtor)

In this paper, three different Zn(II) complexes with (E)-2-(2-(1-(6-bromopyridin-2-yl)ethylidene)hydrazinyl)-N,N,N-trimethyl-2-oxoethan-1-aminium chloride (HLCl) have been synthesized and characterized by single crystal X-ray diffraction, elemental analysis, IR and NMR spectroscopy. All complexes are mononuclear, with the ligand (L) coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Complex 1 forms an octahedral geometry with the composition [ZnL$_2$](BF$_4$)$_2$, while complexes 2 [ZnL(NCO)$_2$] and 3 [ZnL(N$_3$)$_2$] form penta-coordinated geometry. Density functional theory (DFT) calculations were performed to enhance our understanding of the structures of the synthesized complexes and the cytotoxic activity of the complexes was tested against five human cancer cell lines (HeLa, A549, MDA-MB-231, K562, LS 174T) and normal human fibroblasts MRC-5. Additionally, antibacterial and antifungal activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two fungal strains, and a yeast strain. It is noteworthy that all three complexes show selective antifungal activity comparable to that of amphotericin B. Molecular docking analysis predicted that geranylgeranyl pyrophosphate synthase, an enzyme essential for sterol biosynthesis, is the most likely target for inhibition by the tested complexes.

• Jezik: Angleški jezik
• Ključne besede: zinc, zinc(II) complexes, hydrazone
• Vrsta gradiva: Članek v reviji
• Tipologija: 1.01 - Izvirni znanstveni članek
• Organizacija: FKKT - Fakulteta za kemijo in kemijsko tehnologijo
• Leto izida: 2024
• Št. strani: Str. 13436-13453
• Številčenje: Vol. 53, iss. 32
• PID: 20.500.12556/RUL-161554
• UDK: 546.47
• ISSN pri članku: 1477-9234
• DOI: 10.1039/D4DT01353K
• COBISS.SI-ID: 205685763
• Datum objave v RUL: 12.09.2024

Gradivo je del revije

• Naslov: Dalton transactions
• Skrajšan naslov: Dalton trans
• Založnik: Royal Society of Chemistry
• ISSN: 1477-9234
• COBISS.SI-ID: 519833113

Licence

• Licenca: CC BY-NC-ND 4.0, Creative Commons Priznanje avtorstva-Nekomercialno-Brez predelav 4.0 Mednarodna
• Povezava: http://creativecommons.org/licenses/by-nc-nd/4.0/deed.sl
• Opis: Najbolj omejujoča licenca Creative Commons. Uporabniki lahko prenesejo in delijo delo v nekomercialne namene in ga ne smejo uporabiti za nobene druge namene.

Sekundarni jezik

• Jezik: Slovenski jezik
• Ključne besede: cink, cinkovi(II) kompleksi, hidrazon