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Pentamethinium salts as ligands for cancer: Sulfated polysaccharide co-receptors as possible therapeutic target

T. Bříza, J. Králová, S. Rimpelová, M. Havlík, R. Kaplánek, Z. Kejík, P. Martásek, I. Mikula, P. Džubák, M. Hajdúch, T. Ruml, V. Král,

. 2019 ; 82 (-) : 74-85. [pub] 20180216

Language English Country United States

Document type Journal Article, Research Support, Non-U.S. Gov't, Video-Audio Media

Persistent link   https://www.medvik.cz/link/bmc19034988

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.

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$a A series of pentamethinium salts with benzothiazolium and indolium side units comprising one or two positive charges were designed and synthesized to determine the relationships among the molecular structure, charge density, affinity to sulfated polysaccharides, and biological activity. Firstly, it was found that the affinity of the pentamethinium salts to sulfated polysaccharides correlated with their biological activity. Secondly, the side heteroaromates displayed a strong effect on the cytotoxicity and selectivity towards cancer cells. Finally, doubly charged pentamethinium salts possessing benzothiazolium side units exhibited remarkably high efficacy against a taxol-resistant cancer cell line.
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$a Rimpelová, Silvie $u University of Chemistry and Technology, Prague, Technická 5, 166 28, Prague 6, Czech Republic.
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$a Džubák, Petr $u Institute of Molecular and Translational Medicine, Hněvotínská 5, 779 00 Olomouc, Czech Republic.
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$a Ruml, Tomáš $u University of Chemistry and Technology, Prague, Technická 5, 166 28, Prague 6, Czech Republic.
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