205649-40-7

Upstream product

• 205649-36-1 N--2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 69567-11-9 2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 205649-38-3 N--2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 

Downstream Products

• 205649-49-6 N-<2-<<1R-(3aα,4α,5β,6α,6aα)>-4-hydroxymethyl-3a,5,6,6a-tetrahydro-4,5,6-trihydroxy-4H-cyclopentoxazol-2-yl>aminoethyl>-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 205649-47-4 N-<2-<<1R-(1α,2β,3α,4β,5β)>-(1-hydroxymethyl-1,2,3,4-tetrahydroxycyclopent-5-yl)aminothiocarbonyl>aminoethyl>-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 205649-45-2 N-<2-<<1R-(1α,2β,3α,4β,5β)>-<1-(tert-butyldimethylsilyloxymethyl)-1-hydroxy-2,3,4-tris(tert-bityldimethylsilyloxy)cyclopent-5-yl>aminothiocarbonyl>aminoethyl>-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 

Relevant academic research and scientific papers

Study on the synthesis and biological activities of N-alkylated deoxynojirimycin derivatives with a terminal tertiary amine

A series of N-alkylated deoxynojirimycin (DNJ) derivatives connected to a terminal tertiary amine at the alkyl chains of various lengths were prepared. These novel synthetic compounds were assessed for preliminary glucosidase inhibition and anticancer activities in vitro. Potent and selective inhibition was observed among them. Compound 7d (IC50 = 0.052 mM) showed improved and selective inhibitory activity against β-glucosidase compared to DNJ (IC50 = 0.65 mM). In addition, analysis of the kinetics of enzyme inhibition by using Lineweaver-Burk plots indicated that 7d inhibited β-glucosidase in a competitive manner, suggesting that 7d was expected to bind to the active site of β-glucosidase. Compounds 8b and 8c were found to be moderate and selective inhibitors of α-glucosidase. Nevertheless, none of compounds inhibited the growth of B16F10 melanoma cells.

Syntheses of 1-Deoxynojirimycin-Trehalamine-Fused and -Linked Compounds and Their Biological Activities

1-Deoxynojirimycin-trehalamine-fused and -linked compounds (10,19a and 19b) were synthesized from 1-deoxy-2,3,4,6-tetra-O-benzylnojirimycin and trehazolamine, which was obtained from natural trehazolin as a degradation product. None of these synthetic compounds exceeded 1-deoxynojirimycin in the inhibitory activities towards rat intestinal maltase and yeast α-D-glucosidase. - Keywords: Aminosugars, Carbohydrates, Thioureas, Enzyme inhibitors.

Synthesis of 1-Deoxynojirimycin-Trehalamine Fused Compound and Its Related Compounds

1-Deoxynojirimycin-trehalamine fused compound 10 as a mixture together with 11 and its related compound 19 were synthesized.The enzyme inhibitory activities of the mixture (10 and 11), 19 and 20 exhibited IC 50 values of 0.68, 4.2, and 1.5 μg/ml, respectively, toward rat intestinal maltase.