Looking glass inhibitors: scalable syntheses of DNJ, DMDP, and (3R)-3-hydroxy-L-bulgecinine from D-glucuronolactone and of L-DNJ, L-DMDP, and (3S)-3-hydroxy-D-bulgecinine from L-glucuronolactone. DMDP inhibits beta-glucosidases and beta-galactosidases whereas L-DMDP is a potent and specific inhibitor of alpha-glucosidases
A convenient large-scale synthesis of 1-deoxynojirimyin (DNJ) from d-glucuronolactone involves introduction of azide at C-5 with retention of configuration to give 5-azido-5-deoxy-1,2-O-isopropylidene-α-d-glucofuranose as a key intermediate in an overall yield of up to 72%; the same intermediate can...
المؤلفون الرئيسيون: | Best, D, Wang, C, Weymouth-Wilson, A, Clarkson, R, Wilson, F, Nash, R, Miyauchi, S, Kato, A, Fleet, G |
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التنسيق: | Journal article |
اللغة: | English |
منشور في: |
2010
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مواد مشابهة
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L-DMDP, L-homoDMDP and their C-3 fluorinated derivatives: synthesis and glycosidase-inhibition.
حسب: Li, Y, وآخرون
منشور في: (2011) -
Looking glass inhibitors: L-DMDP, a more potent and specific inhibitor of α-glucosidases than the enantiomeric natural product DMDP
حسب: Yu, C, وآخرون
منشور في: (2004) -
Looking glass inhibitors: L-DMDP, a more potent and specific inhibitor of alpha-glucosidases than the enantiomeric natural product DMDP.
حسب: Yu, C, وآخرون
منشور في: (2004) -
C-branched iminosugars: α-glucosidase inhibition by enantiomers of isoDMDP, isoDGDP, and isoDAB-L-isoDMDP compared to miglitol and miglustat.
حسب: Jenkinson, S, وآخرون
منشور في: (2013) -
NATURAL AND SYNTHETIC GLYCOSIDES OF DMDP
حسب: Hindle, N, وآخرون
منشور في: (1995)