Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones

被引:4
作者
Araskov, Jovana B. [1 ]
Maciejewska, Natalia [2 ]
Olszewski, Mateusz [2 ]
Visnjevac, Aleksandar [3 ]
Blagojevic, Vladimir [4 ]
Fernandes, Henrique S. [5 ,6 ]
Sousa, Sergio F. [5 ,6 ]
Puerta, Adrian [7 ]
Padron, Jose M. [7 ]
Hollo, Berta Barta [8 ]
Monge, Miguel [9 ]
Rodriguez-Castillo, Maria [9 ]
Lopez-de-Luzuriaga, Jose M. [9 ]
Uguz, Ozlem [10 ]
Koca, Atif [10 ]
Todorovic, Tamara R. [1 ]
Filipovic, Nenad R. [11 ]
机构
[1] Univ Belgrade, Fac Chem, Studentski Trg 12 16, Belgrade 11000, Serbia
[2] Gdansk Univ Technol, Fac Chem, Dept Pharmaceut Technol & Biochem, Narutowicza 11-12, PL-80233 Gdansk, Poland
[3] Inst Ruder Boskov, Div Phys Chem, Bijenicka Cesta 54, Zagreb 10000, Croatia
[4] TBP Soft, Solunska 11, Belgrade 11000, Serbia
[5] Univ Porto, Fac Med, Dept Biomed, UCIBIO Appl Mol Biosci Unit,BioSIM, P-4200319 Porto, Portugal
[6] Univ Porto, i4HB Inst Hlth & Bioecon, Fac Med, Associate Lab, P-4200319 Porto, Portugal
[7] Univ La Laguna, Inst Univ Bioorgan Antonio Gonzalez, BioLab, San Cristobal la Laguna 38071, Spain
[8] Univ Novi Sad, Fac Sci, Trg Dositeja Obradov 4, Novi Sad 21000, Serbia
[9] Univ La Rioja, Ctr Invest Sintesis Quim CISQ, Dept Quim, Complejo Cientif Tecnol, Logrono 26004, Spain
[10] Marmara Univ, Engn Fac, Dept Chem Engn, TR-34722 Istanbul, Turkiye
[11] Univ Belgrade, Fac Agr, Nemanjina 6, Belgrade 11000, Serbia
关键词
Intermolecular interactions; Photoluminescence; TD-DFT; Spectroelectrochemistry; Anticancer activity; PALLADIUM(II) COMPLEX; IN-VITRO; CANCER; TRANSITION; HALLMARKS; CALCIUM;
D O I
10.1016/j.molstruc.2023.135157
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by com-plexation with various metal ions. Zn(II) complexes with alpha-pyridine-1,3-TH ligands may represent an al-ternative to the standard platinum-based chemotherapeutics. In addition, they show photoluminescence properties and thus can be regarded as multifunctional materials. In this study, we synthesized and char-acterized three neutral Zn(II) complexes ( 1 -3 ) with pyridine-based TH ligands HLS1-3 in order to investi-gate the influence of the ligands charge on the structure and intermolecular interactions in the solid state, and consequently photophysical properties. The deprotonation of the ligands mainly affects the relative energies of electronic levels in the complexes, compared to cationic counterparts, resulting in similar photoluminescence mechanisms and quantum yields with a small shift in emission energy. The influence of the substitution at the ligands' periphery on the selected quantum molecular descriptors of the com-plexes is localized to the substitution site. Also, the substituents did not considerably influence the redox responses of the complexes. However, predominant spectral changes were observed in the course of the first reduction and oxidation processes which caused distinct spectral color changes indicating their pos-sible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 mu M on all tested cancer cell lines.(c) 2023 Elsevier B.V. All rights reserved.
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页数:12
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