Striking Antitumor Activity of a Methinium System with Incorporated Quinoxaline Unit Obtained by Spontaneous Cyclization
Corresponding Author
T. Bříza
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)Search for more papers by this authorJ. Králová
Institute of Molecular Genetics, Academy of Sciences of the Czech Republic, Vídeňská 1083, 142 20 Prague 4 (Czech Republic)
Search for more papers by this authorB. Dolenský
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Search for more papers by this authorS. Rimpelová
Department of Biochemistry and Microbiology, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Search for more papers by this authorZ. Kejík
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorT. Ruml
Department of Biochemistry and Microbiology, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Search for more papers by this authorM. Hajdúch
Institute of Molecular and Translational Medicine, Hněvotínská 5, 779 00 Olomouc (Czech Republic)
Search for more papers by this authorP. Džubák
Institute of Molecular and Translational Medicine, Hněvotínská 5, 779 00 Olomouc (Czech Republic)
Search for more papers by this authorI. Mikula
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorP. Martásek
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorP. Poučková
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorCorresponding Author
V. Král
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)Search for more papers by this authorCorresponding Author
T. Bříza
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)Search for more papers by this authorJ. Králová
Institute of Molecular Genetics, Academy of Sciences of the Czech Republic, Vídeňská 1083, 142 20 Prague 4 (Czech Republic)
Search for more papers by this authorB. Dolenský
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Search for more papers by this authorS. Rimpelová
Department of Biochemistry and Microbiology, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Search for more papers by this authorZ. Kejík
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorT. Ruml
Department of Biochemistry and Microbiology, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Search for more papers by this authorM. Hajdúch
Institute of Molecular and Translational Medicine, Hněvotínská 5, 779 00 Olomouc (Czech Republic)
Search for more papers by this authorP. Džubák
Institute of Molecular and Translational Medicine, Hněvotínská 5, 779 00 Olomouc (Czech Republic)
Search for more papers by this authorI. Mikula
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorP. Martásek
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorP. Poučková
First Faculty of Medicine, Charles University in Prague, Kateřinská 32, 121 08 Prague 2 (Czech Republic)
Search for more papers by this authorCorresponding Author
V. Král
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)
Department of Analytical Chemistry, Institute of Chemical Technology in Prague, Technicka 5, 166 28 Prague 6 (Czech Republic)Search for more papers by this authorGraphical Abstract
Quinoxaline expansion: The first synthesis of a methinium system with an incorporated quinoxaline unit is presented. This pentamethinium system exerted remarkable biological activity in vivo: it significantly suppressed growth of human breast tumor in nu/nu mice model, thus indicating a promising potential for tumor treatment.
Abstract
A novel pentamethinium salt was synthesized with an unforeseen expanded conjugated quinoxaline unit directly incorporated into a pentamethinium chain. The compound exhibited high fluorescence intensity, selective mitochondrial localization, high cytotoxicity, and selectivity toward malignant cell lines, and resulted in remarkable in vivo suppression of tumor growth in mice.
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