0538135 - ÚMG 2021 RIV US eng J - Journal Article
Bříza, T. - Králová, Jarmila - Rimpelová, S. - Havlík, M. - Kaplánek, R. - Kejik, Z. - Martásek, P. - Mikula, I. - Dzubak, P. - Hajduch, M. - Ruml, T. - Král, V.
Pentamethinium salts as ligands for cancer: Sulfated polysaccharide co-receptors as possible therapeutic target.
Bioorganic Chemistry. Roč. 82, February (2019), s. 74-85. ISSN 0045-2068. E-ISSN 1090-2120
R&D Projects: GA MŠMT(CZ) LQ1604; GA MŠMT(CZ) ED1.1.00/02.0109
Institutional support: RVO:68378050
Keywords : Anticancer activity * Cytotoxicity * Fluorescent cyanine * Pentamethinium salt * Recognition * Sulfated polysaccharides
OECD category: Cell biology
Impact factor: 4.831, year: 2019 ; AIS: 0.641, rok: 2019
Method of publishing: Limited access
Result website:
https://www.sciencedirect.com/science/article/abs/pii/S0045206817306934?via%3DihubDOI: https://doi.org/10.1016/j.bioorg.2018.02.011

A series of pentamethinium salts with benzothiazolium and indolium side units comprising one or two positive charges were designed and synthesized to determine the relationships among the molecular structure, charge density, affinity to sulfated polysaccharides, and biological activity. Firstly, it was found that the affinity of the pentamethinium salts to sulfated polysaccharides correlated with their biological activity. Secondly, the side heteroaromates displayed a strong effect on the cytotoxicity and selectivity towards cancer cells. Finally, doubly charged pentamethinium salts possessing benzothiazolium side units exhibited remarkably high efficacy against a taxol-resistant cancer cell line. (C) 2018 Published by Elsevier Inc.
Permanent Link: http://hdl.handle.net/11104/0315958