60084-12-0Relevant articles and documents
Synthesis of highly cytotoxic tiazofurin mimics bearing a 2,3-anhydro function in the furanose ring
Popsavin, Mirjana,Spai?, Sa?a,Svir?ev, Milo?,Koji?, Vesna,Bogdanovi?, Gordana,Pejanovi?, Vjera,Popsavin, Velimir
experimental part, p. 7637 - 7645 (2009/12/06)
This paper describes a divergent de novo synthesis of 2-(2,3-anhydro-β-d-ribofuranosyl)thiazole-4-carboxamide (2′,3′-anhydro-tiazofurin) and the corresponding α- and β-homo-C-nucleosides. The synthetic approach was based on a multistep transformation of d-glucose into suitably protected aldonthioamides followed by their subsequent cyclocondensation with ethyl bromopyruvate to form the thiazole ring. Antiproliferative activity of the target molecules is reported against several human tumour cell lines.
Synthesis and antitumour activity of new tiazofurin analogues bearing a 2,3-anhydro functionality in the furanose ring
Popsavin, Mirjana,Spaic, Sasa,Svircev, Milos,Kojic, Vesna,Bogdanovic, Gordana,Popsavin, Velimir
, p. 4123 - 4127 (2008/02/12)
This paper describes a divergent de novo synthesis of 2-(2,3-anhydro-β-dribofuranosyl)thiazole-4-carboxamide (2′,3′-anhydro-tiazofurin) and the corresponding α- and β-homo-C-nucleosides, as well as evaluation of their antitumour activities in vitro.
Synthesis and biological evaluation of two novel 2′-substituted tiazofurin analogues
Popsavin, Mirjana,Torovi?, Ljilja,Koji?, Vesna,Bogdanovi?, Gordana,Popsavin, Velimir
, p. 7125 - 7128 (2007/10/03)
Two novel tiazofurin analogues, 2-(2-benzamido-2-deoxy-β-d- ribofuranosyl)thiazole-4-carboxamide 4 and 2-(2-azido-2-deoxy-β-d- ribofuranosyl)thiazole-4-carboxamide 5, have been synthesized starting from d-glucose and evaluated for their in vitro cytotoxicity against several human leukaemia and solid tumour cell lines.
De novo synthesis of two new cytotoxic tiazofurin analogues with modified sugar moieties
Popsavin, Mirjana,Torovic, Ljilja,Kojic, Vesna,Bogdanovic, Gordana,Spaic, Sasa,Popsavin, Velimir
, p. 3167 - 3170 (2007/10/03)
A divergent synthesis of two novel tiazofurin analogues, 2-(3-deoxy-3-fluoro-β-D-xylofuranosyl)thiazole-4-carboxamide (2) and 2-(3-acetamido-3-deoxy-β-D-xylofuranosyl)thiazole-4-carboxamide (3), has been achieved starting from D-glucose. Both nucleoside a
Synthesis and antiviral activity of certain thiazole C nucleosides
Srivastava,Pickering,Allen,Streeter,Campbell,Witkowski,Sidwell,Robins
, p. 256 - 262 (2007/10/08)
A general reaction of glycosyl cyanides with liquid hydrogen sulfide in the presence of 4 dimethylaminopyridine to provide the corresponding glycosylthiocarboxamides is described. These glycosylthiocarboxamides were utilized as the precursors for the synt