TY - JOUR
T1 - Synthesis of 5-amino-4-sulfonamidoimidazole nucleosides as potential inhibitors of purine nucleotide biosynthesis, and of an imidazothiadiazine dioxide analogue of adenosine
AU - Frame, A. Scott
AU - Wightman, Richard H.
AU - Mackenzie, Grahame
PY - 1996/7/1
Y1 - 1996/7/1
N2 - 5-Amino-4-sulfonamido-1-(ß-D-ribofuranosyl)imidazole 6 and two more complex sulfonamides, one of which (8) incorporates an L-aspartyl unit, have been prepared as potential inhibitors of the intermediate stages in the pathway for de novo biosynthesis of purine nucleotides. An intermediate in the preparation of 6 could be cyclized to give 5-(ß-D-ribofuranosyl)imidazo[4,5-e]-1,2,4-thiadiazine-1,1-dioxide 9, a novel analogue of adenosine and inosine, and a potential inhibitor of enzymes which effect reactions at C-6 of purine nucleosides or nucleotides.
AB - 5-Amino-4-sulfonamido-1-(ß-D-ribofuranosyl)imidazole 6 and two more complex sulfonamides, one of which (8) incorporates an L-aspartyl unit, have been prepared as potential inhibitors of the intermediate stages in the pathway for de novo biosynthesis of purine nucleotides. An intermediate in the preparation of 6 could be cyclized to give 5-(ß-D-ribofuranosyl)imidazo[4,5-e]-1,2,4-thiadiazine-1,1-dioxide 9, a novel analogue of adenosine and inosine, and a potential inhibitor of enzymes which effect reactions at C-6 of purine nucleosides or nucleotides.
UR - http://www.scopus.com/inward/record.url?scp=0030199881&partnerID=8YFLogxK
U2 - 10.1016/0040-4020(96)00472-3
DO - 10.1016/0040-4020(96)00472-3
M3 - Article
VL - 52
SP - 9219
EP - 9236
JO - Tetrahedron
JF - Tetrahedron
IS - 27
ER -