Browsing by Author "Dimopoulou, A."
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The binding of C5-alkynyl and alkylfurano 2,3-d pyrimidine glucopyranonucleosides to glycogen phosphorylase b: Synthesis, biochemical and biological assessment
Kantsadi, A. L.; Manta, S.; Psarra, A. M. G.; Dimopoulou, A.; Kiritsis, C.; Parmenopoulou, V.; Skamnaki, V. T.; Zoumpoulakis, P.; Zographos, S. E.; Leonidas, D. D.; Komiotis, D. (2012)C5-alkynyl and allcylfurano[2,3-d]pyrimidine glucopyranonucleosides have been synthesized and studied as inhibitors of glycogen phosphorylase b (GPb). Kinetic experiments have shown that most of these compounds were low ... -
Branched-chain sugar nucleosides: stereocontrolled synthesis and bioevaluation of novel 3 '-C-trifluoromethyl and 3 '-C-methyl pyranonucleosides
Kollatos, N.; Manta, S.; Dimopoulou, A.; Parmenopoulou, V.; Triantakonstanti, V. V.; Kellici, T.; Mavromoustakos, T.; Schols, D.; Komiotis, D. (2015)A new series of 3 '-C-trifluoromethyl- and 3 '-C-methyl-beta-D-allopyranonucleosides of 5-fluorouracil and their deoxy derivatives has been designed and synthesized. Treatment of ketosugar 1 with trifluoromethyltrimethylsilane ... -
Rapid microwave-enhanced synthesis of C5-alkynyl pyranonucleosides as novel cytotoxic antitumor agents
Dimopoulou, A.; Manta, S.; Kiritsis, C.; Gkaragkouni, D. N.; Papasotiriou, I.; Balzarini, J.; Komiotis, D. (2013)A 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 ... -
The s-Hole Phenomenon of Halogen Atoms Forms the Structural Basis of the Strong Inhibitory Potency of C5 Halogen Substituted Glucopyranosyl Nucleosides towards Glycogen Phosphorylase b
Kantsadi, A. L.; Hayes, J. M.; Manta, S.; Skamnaki, V. T.; Kiritsis, C.; Psarra, A. M. G.; Koutsogiannis, Z.; Dimopoulou, A.; Theofanous, S.; Nikoleousakos, N.; Zoumpoulakis, P.; Kontou, M.; Papadopoulos, G.; Zographos, S. E.; Komiotis, D.; Leonidas, D. D. (2012)C5 halogen substituted glucopyranosyl nucleosides (1-(beta-D-glucopyranosyl)-5-X-uracil; X=Cl, Br, I) have been discovered as some of the most potent active site inhibitors of glycogen phosphorylase (GP), with respective ... -
STEREOCONTROLLED FACILE SYNTHESIS AND BIOLOGICAL EVALUATION OF (3 ' S) AND (3 ' R)-3 '-AMINO (AND AZIDO)-3 '-DEOXY PYRANONUCLEOSIDES
Manta, S.; Parmenopoulou, V.; Kiritsis, C.; Dimopoulou, A.; Kollatos, N.; Papasotiriou, I.; Balzarini, J.; Komiotis, D. (2012)This article describes the synthesis of (3'S) and (3'R)-3'-amino-3'-deoxy pyranonucleosides and their precursors (3'S) and (3'R)-3'-azido-3'-deoxy pyranonucleosides. Azidation of 1,2:5,6-di-O-isopropylidene-3-O-toluenesu ... -
Stereocontrolled synthesis of 4 '-C-cyano and 4 '-C-cyano-4 '-deoxy pyrimidine pyranonucleosides as potential chemotherapeutic agents
Kiritsis, C.; Manta, S.; Parmenopoulou, V.; Dimopoulou, A.; Kollatos, N.; Papasotiriou, I.; Balzarini, J.; Komiotis, D. (2012)A new series of 4'-C-cyano and 4'-C-cyano-4'-deoxy pyrimidine pyranonucleosides has been designed and synthesized. Commercially available 1,2,3,4,6-penta-O-acetyl-D-mannopyranose (1) was condensed with silylated 5-fluorouracil, ... -
Stereoselective facile synthesis of 2 '-spiro pyrimidine pyranonucleosides via their key intermediate 2 '-C-cyano analogues. Evaluation of their bioactivity
Kiritsis, C.; Manta, S.; Dimopoulou, A.; Parmenopoulou, V.; Gkizis, P.; Balzarini, J.; Komiotis, D. (2014)A novel series of 2'-spiro pyrimidine pyranonucleosides has been designed and synthesized. Their precursors, 2'-C-cyano nucleosides 5a,b and 6a,b, were obtained by subjecting 1a,b to the sequence of selective protection ... -
Synthesis of Novel Thiopurine Pyranonucleosides: Evaluation of Their Bioactivity
Dimopoulou, A.; Manta, S.; Parmenopoulou, V.; Gkizis, P.; Coutouli-Argyropoulou, E.; Schols, D.; Komiotis, D. (2015)We report the synthesis of novel thiopurine pyranonucleosides. Direct coupling of silylated 6-mercaptopurine and 6-thioguanine with the appropriate pyranoses 1a-e via Vorbruggen nucleosidation, gave the N-9 linked ... -
Unsaturation: An important structural feature to nucleosides' antiviral activity
Manta, S.; Kiritsis, C.; Dimopoulou, A.; Parmenopoulou, V.; Kollatos, N.; Tsotinis, A.; Komiotis, D. (2014)In the search of effective, selective and nontoxic antiviral agents, a variety of nucleoside analogues have been synthesized, with different functionalities in the carbohydrate moiety and/or the heterocyclic base. Nucleoside ...