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Rapid microwave-enhanced synthesis of C5-alkynyl pyranonucleosides as novel cytotoxic antitumor agents

dc.creatorDimopoulou, A.en
dc.creatorManta, S.en
dc.creatorKiritsis, C.en
dc.creatorGkaragkouni, D. N.en
dc.creatorPapasotiriou, I.en
dc.creatorBalzarini, J.en
dc.creatorKomiotis, D.en
dc.date.accessioned2015-11-23T10:25:43Z
dc.date.available2015-11-23T10:25:43Z
dc.date.issued2013
dc.identifier10.1016/j.bmcl.2012.12.092
dc.identifier.issn0960-894X
dc.identifier.urihttp://hdl.handle.net/11615/27118
dc.description.abstractA microwave-assisted, one-pot, coupling reaction for the synthesis of C5-alkynyl-uracil and cytosine glucopyranonucleosides has been developed. The reaction is carried out under standard Sonogashira coupling conditions from glucopyranonucleosides of 5-iodouracil or 5-iodocytosine and various terminal alkynes. All compounds were evaluated for their cytostatic and antiviral activity. The 5-phenylethynyluracil pyranonucleoside derivative 6a showed the most promising cytostatic activity (50% inhibitory concentration in the lower micromolar range). No meaningful antiviral activity was recorded. (C) 2013 Elsevier Ltd. All rights reserved.en
dc.source.uri<Go to ISI>://WOS:000314693400035
dc.subjectC5-Alkynyl pyranonucleosidesen
dc.subjectMicrowave-irradiationen
dc.subjectSonogashiraen
dc.subjectcoupling reactionen
dc.subjectCytotoxic activityen
dc.subjectNUCLEOSIDE ANALOGSen
dc.subjectTHYMIDINE KINASEen
dc.subjectChemistry, Medicinalen
dc.subjectChemistry, Organicen
dc.titleRapid microwave-enhanced synthesis of C5-alkynyl pyranonucleosides as novel cytotoxic antitumor agentsen
dc.typejournalArticleen


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