Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by complexation with various metal ions. Zn(II) complexes with α-pyridine-1,3-TH ligands may represent an alternative 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 characterized three neutral Zn(II) complexes (1–3) with pyridine-based TH ligands HLS1‒3 in order to investigate 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 complexes 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 possible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 µM on all tested cancer cell lines.
TY - JOUR
AU - Rodríguez-Castillo, María
AU - Monge, Miguel
AU - Holló, Berta Barta
AU - Padrón, José M.
AU - Puerta, Adrián
AU - Sousa, Sérgio F.
AU - Fernandes, Henrique S.
AU - Blagojević, Vladimir
AU - Višnjevac, Aleksandar
AU - Olszewski, Mateusz
AU - Maciejewska, Natalia
AU - Araškov, Jovana
PY - 2023
UR - http://cherry.chem.bg.ac.rs/handle/123456789/5885
AB - Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by complexation with various metal ions. Zn(II) complexes with α-pyridine-1,3-TH ligands may represent an alternative 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 characterized three neutral Zn(II) complexes (1–3) with pyridine-based TH ligands HLS1‒3 in order to investigate 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 complexes 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 possible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 µM on all tested cancer cell lines.
PB - Elsevier
T2 - Journal of Molecular Structure
T1 - Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones
VL - 1281
SP - 135157
DO - 10.1016/j.molstruc.2023.135157
ER -
@article{
author = "Rodríguez-Castillo, María and Monge, Miguel and Holló, Berta Barta and Padrón, José M. and Puerta, Adrián and Sousa, Sérgio F. and Fernandes, Henrique S. and Blagojević, Vladimir and Višnjevac, Aleksandar and Olszewski, Mateusz and Maciejewska, Natalia and Araškov, Jovana",
year = "2023",
abstract = "Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by complexation with various metal ions. Zn(II) complexes with α-pyridine-1,3-TH ligands may represent an alternative 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 characterized three neutral Zn(II) complexes (1–3) with pyridine-based TH ligands HLS1‒3 in order to investigate 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 complexes 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 possible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 µM on all tested cancer cell lines.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones",
volume = "1281",
pages = "135157",
doi = "10.1016/j.molstruc.2023.135157"
}
Rodríguez-Castillo, M., Monge, M., Holló, B. B., Padrón, J. M., Puerta, A., Sousa, S. F., Fernandes, H. S., Blagojević, V., Višnjevac, A., Olszewski, M., Maciejewska, N.,& Araškov, J.. (2023). Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones. in Journal of Molecular Structure
Elsevier., 1281, 135157.
https://doi.org/10.1016/j.molstruc.2023.135157
Rodríguez-Castillo M, Monge M, Holló BB, Padrón JM, Puerta A, Sousa SF, Fernandes HS, Blagojević V, Višnjevac A, Olszewski M, Maciejewska N, Araškov J. Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones. in Journal of Molecular Structure. 2023;1281:135157.
doi:10.1016/j.molstruc.2023.135157 .
Rodríguez-Castillo, María, Monge, Miguel, Holló, Berta Barta, Padrón, José M., Puerta, Adrián, Sousa, Sérgio F., Fernandes, Henrique S., Blagojević, Vladimir, Višnjevac, Aleksandar, Olszewski, Mateusz, Maciejewska, Natalia, Araškov, Jovana, "Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones" in Journal of Molecular Structure, 1281 (2023):135157,
https://doi.org/10.1016/j.molstruc.2023.135157 . .
