Název:
Hetaryl derivatives of 7-deazapurine ribonucleosides: potent cytostatic agents
Autoři:
Perlíková, Pavla ; Nauš, Petr ; Bourderioux, Aurelie ; Hocek, Michal Typ dokumentu: Příspěvky z konference Konference/Akce: Chemistry of Nucleic Acid Components /15./, Český Krumlov (CZ), 2011-06-05 / 2011-06-10
Rok:
2011
Jazyk:
eng
Abstrakt: A series of novel 7-deazapurine ribonucleosides substituted with aryl and hetaryl groups has been prepared. Suzuki or Stille cross-coupling reactions with 6-chloro-7-deazapurine ribonucleosides substituted with H, F of Cl atom in position 7 were used in the key step of the synthesis. Either cross-coupling of protected ribonucleoside with appropriate (het)arylboronic acid or stannane followed by deprotection, or single-step aqueous-phase Suzuki cross-coupling reaction of unprotected 7-deazapurine ribonucleoside with boronic acid provided target (het)aryl-7-deazapurine ribonucleosides. 6-Furyl- and 6-thienyl-7-deazapurine ribonucleosides showed cytostatic effect in multiple cancer cell lines in nanomolar range. Application of cyclosaligenyl and alanyl-ester phosphoramidate prodrugs did not improved cytostatic activity of parent nucleosides.
Klíčová slova:
7-deazapurines; cytostatic; nucleosides Číslo projektu: CEZ:AV0Z40550506 (CEP), 1M0508 (CEP), 1QS400550501 (CEP), GAP207/11/0344 (CEP) Poskytovatel projektu: GA MŠk, GA AV ČR, GA ČR Zdrojový dokument: Chemistry of Nucleic Acid Components. 15th Symposium, ISBN 978-80-86241-37-1
Instituce: Ústav organické chemie a biochemie AV ČR
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Informace o dostupnosti dokumentu:
Dokument je dostupný v příslušném ústavu Akademie věd ČR. Původní záznam: http://hdl.handle.net/11104/0198822