228399-09-5Relevant articles and documents
Synthesis and biological evaluation of new pyrazole- and tetrazole-related C-nucleosides with modified sugar moieties
Popsavin, Mirjana,Torovi?, Ljilja,Spai?, Sa?a,Stankov, Srdjan,Kapor, Agne?,Tomi?, Zoran,Popsavin, Velimir
, p. 569 - 580 (2007/10/03)
3(5)-Carboxamido-4-(β-D-ribofuranosyl)pyrazoles bearing 2′-benzamido (15) and 3′-mesyloxy (29) isosteric groups, as well as the tetrazole C-nucleosides with 2-benzamido-2-deoxy-β-D-ribofuranose (19) and 3-azido-3-deoxy-β-D-xylofuranose (36) as sugar segments, have been synthesized starting from D-glucose, by utilizing the 2,5-anhydro-D-glucose ethylene acetal derivatives 1 and 20 as divergent intermediates. The C-nucleosides 15 and 36 were shown to be moderate inhibitors of the in vitro growth of both N2a and BHK 21 tumour cell lines, whereas 29 showed a selective, although not potent cytotoxic activity against N2a cells. Compound 29 also showed a moderate in vitro antiviral activity towards the rabies virus.
Stereospecific synthesis of two novel cytotoxic pyrazole C-nucleosides from D-glucose
Popsavin, Mirjana,Torovic, Ljilja,Spaic, Sa?a,Stankov, Srdjan,Popsavin, Velimir
, p. 5737 - 5740 (2007/10/03)
A multistep stereospecific synthesis of two novel pyrazole C-nucleosides 12 and 21 has been achieved starting from D-glucose, by utilizing the 2,5- anhydro-D-glucose ethylene acetal derivative 1 as a divergent intermediate. The C-nucleoside 12 was shown to be a moderate inhibitor of the in vitro growth of N2a and BHK 21 tumor cell lines, whereas 21 showed a moderate cytotoxic activity only against N2a cells. (C) 2000 Published by Elsevier Science Ltd.