Estradiol-Based Salicylaldehyde (Thio)semicarbazones and Their Copper Complexes with Anticancer, Antibacterial and Antioxidant Activities

A series of novel estradiol-based salicylaldehyde (thio)semicarbazones ((T)SCs) bearing (O,N,S) and (O,N,O) donor sets and their Cu(II) complexes were developed and characterized in detail by 1H and ¹³C nuclear magnetic resonance spectroscopy, UV–visible and electron paramagnetic resonance spectrosc...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Petrasheuskaya Tatsiana
Kovács Ferenc
Igaz Nóra
Rónavári Andrea
Hajdu Bálint
Nagyné Bereczki Laura
May Nóra Veronika
Spengler Gabriella
Gyurcsik Béla
Csontné Kiricsi Mónika
Nagyné Frank Éva
Enyedy Éva Anna
Dokumentumtípus: Cikk
Megjelent: 2023
Sorozat:MOLECULES 28 No. 1
Tárgyszavak:
doi:10.3390/molecules28010054

mtmt:33416616
Online Access:http://publicatio.bibl.u-szeged.hu/25875
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490 0 |a MOLECULES  |v 28 No. 1 
520 3 |a A series of novel estradiol-based salicylaldehyde (thio)semicarbazones ((T)SCs) bearing (O,N,S) and (O,N,O) donor sets and their Cu(II) complexes were developed and characterized in detail by 1H and ¹³C nuclear magnetic resonance spectroscopy, UV–visible and electron paramagnetic resonance spectroscopy, electrospray ionization mass spectrometry and elemental analysis. The structure of the Cu(II)-estradiol-semicarbazone complex was revealed by X-ray crystallography. Proton dissociation constants of the ligands and stability constants of the metal complexes were determined in 30% (v/v) DMSO/H2O. Estradiol-(T)SCs form mono-ligand complexes with Cu(II) ions and exhibit high stability with the exception of estradiol-SC. The Cu(II) complexes of estradiol-TSC and its N,N-dimethyl derivative displayed the highest cytotoxicity among the tested compounds in MCF-7, MCF-7 KCR, DU-145, and A549 cancer cells. The complexes do not damage DNA according to both in vitro cell-free and cellular assays. All the Cu(II)-TSC complexes revealed significant activity against the Gram-positive Staphylococcus aureus bacteria strain. Estradiol-TSCs showed efficient antioxidant activity, which was decreased by complexation with Cu(II) ions. The exchange of estrone moiety to estradiol did not result in significant changes to physico-chemical and biological properties. 
650 4 |a Kémiai tudományok 
700 0 1 |a Kovács Ferenc  |e aut 
700 0 1 |a Igaz Nóra  |e aut 
700 0 1 |a Rónavári Andrea  |e aut 
700 0 1 |a Hajdu Bálint  |e aut 
700 0 2 |a Nagyné Bereczki Laura  |e aut 
700 0 2 |a May Nóra Veronika  |e aut 
700 0 2 |a Spengler Gabriella  |e aut 
700 0 2 |a Gyurcsik Béla  |e aut 
700 0 2 |a Csontné Kiricsi Mónika  |e aut 
700 0 2 |a Nagyné Frank Éva  |e aut 
700 0 2 |a Enyedy Éva Anna  |e aut 
856 4 0 |u http://publicatio.bibl.u-szeged.hu/25875/7/33416616.pdf  |z Dokumentum-elérés