Paper
Looking glass inhibitors: both enantiomeric N-benzyl derivatives of 1,4-dideoxy-1,4-imino-d-lyxitol [a potent competitive inhibitor of α-d-galactosidase] and of 1,4-dideoxy-1,4-imino-l-lyxitol [a weak competitive inhibitor of α-d-galactosidase] inhibit naringinase, an α-l-rhamnosidase competitively
Published Oct 20, 2009 · Thomas B. Mercer, S. F. Jenkinson, B. Bartholomew
Tetrahedron-asymmetry
UNKNOWN SJR score
38
Citations
0
Influential Citations
Abstract
Abstract hidden due to publisher request; this does not indicate any issues with the research. Click the full text link above to read the abstract and view the original source.
Study Snapshot
Both enantiomeric N-benzyl derivatives of 1,4-dideoxy-1,4-imino-d-lyxitol and 1,4-dideoxy-1,4-imino-l-lyxitol show potent and weak inhibition of -d-gal
PopulationOlder adults (50-71 years)
Sample size24
MethodsObservational
OutcomesBody Mass Index projections
ResultsSocial networks mitigate obesity in older groups.
Sign up to use Study Snapshot
Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.
Full text analysis coming soon...
References
Synthesis and Biological Characterisation of Novel N‐Alkyl‐Deoxynojirimycin α‐Glucosidase Inhibitors
The novel N-alkyl-deoxynojirimycin glucosidase inhibitor effectively inhibits glucosidase I and cellular ER glucosidases, offering potential therapeutic applications.
2009·70citations·Amy J. Rawlings et al.·ChemBioChem
ChemBioChem
Design, Synthesis, and Biological Evaluation of Enantiomeric β‐N‐Acetylhexosaminidase Inhibitors LABNAc and DABNAc as Potential Agents against Tay‐Sachs and Sandhoff Disease
LABNAc and DABNAc show potential as chemical chaperones for treating Tay-Sachs and Sandhoff diseases by combating glycolipid storage disorders.
2009·66citations·J. Rountree et al.·ChemMedChem
ChemMedChem
Iminosugars-From Synthesis to Therapeutic Applications
Iminosugars show promise as lead compounds for developing new therapeutic agents for diseases like diabetes, viral infections, and tumor metastasis.
2009·341citations·V. Ranade·American Journal of Therapeutics
American Journal of Therapeutics
Glycomimetics at the mirror: medicinal chemistry of L-iminosugars.
L-iminosugars show high potential as novel drug candidates, offering insights into enzyme inhibition mechanisms and potential for antidiabetics, antivirals, and genetic disorders.
2009·79citations·D. D’Alonzo et al.·Current medicinal chemistry
Current medicinal chemistry
Synthesis of hybrids of D-glucose and D-galactose with pyrrolidine-based iminosugars as glycosidase inhibitors
Sugar-iminosugar hybrid molecules synthesized from glycal epoxides show moderate glycosidase inhibitory activity.
2008·37citations·V. R. Doddi et al.·European Journal of Organic Chemistry
European Journal of Organic Chemistry
High yield protection of alcohols, including tertiary and base sensitive alcohols, as benzhydryl ethers by heating with diphenyldiazomethane in the absence of any other reagent
Heating alcohols with diphenyldiazomethane in an inert solvent allows for high yield protection of base sensitive and hindered tertiary alcohols without other reagents.
2008·20citations·D. Best et al.·Tetrahedron Letters
Tetrahedron Letters
syn-Selective dihydroxylation of γ-amino-α,β-unsaturated (Z)-esters from d-serine: stereoselective synthesis of d-iminolyxitol
This study presents a efficient and stereoselective synthesis of d-iminolyxitol, a potent -galactosidase inhibitor, using 11 steps and 45% overall yield from N-Boc-O-Bn-d-serine.
2007·11citations·Jongho Jeon et al.·Tetrahedron-asymmetry
Tetrahedron-asymmetry
Efficient synthesis from d-lyxonolactone of 2-acetamido-1,4-imino-1,2,4-trideoxy-l-arabinitol LABNAc, a potent pyrrolidine inhibitor of hexosaminidases
The efficient synthesis of LABNAc from d-lyxonolactone demonstrates its non-competitive inhibition of d-hexosaminidase, supporting Asano's hypothesis.
2007·28citations·J. Rountree et al.·Tetrahedron Letters
Tetrahedron Letters
Looking glass inhibitors: synthesis of a potent naringinase inhibitor l-DIM [1,4-dideoxy-1,4-imino-l-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-d-mannitol] a potent α-d-mannosidase inhibitor
L-DIM, the enantiomer of DIM, is a potent naringinase inhibitor with a K i of 3.63 M, while 1,4-Imino-d - glycero - l - talo -h
2007·31citations·A. Håkansson et al.·Tetrahedron-asymmetry
Tetrahedron-asymmetry
Citations
Efficient synthesis for each of the eight stereoisomers of the iminosugars lentiginosine and 1,4-dideoxy-1,4-imino-D-arabinitol (DAB).
This study demonstrates efficient, diastereoselective synthesis of the iminosugars lentiginosine and 1,4-dideoxy-1,4-imino-D-arabinitol (DAB) with high yields, using commercially available sugars.
2024·0citations·L. Liotta et al.·Carbohydrate research
Carbohydrate research
New α-galactosidase-inhibiting aminohydroxycyclopentanes
New -galactosidase inhibitors were successfully prepared from a partially protected -eno-aldose, providing potential inhibitors for biological applications.
2021·3citations·P. Weber et al.·RSC Advances
RSC Advances
Stereoselective Total Synthesis of 1,4-Dideoxy-1,4-imino-L-ribitol by an Intramolecular Ring Opening of Epoxide with a Tethered Amide
This study demonstrates a stereoselective total synthesis of 1,4-dideoxy-1,4-imino-L-ribitol from D-glucose using regioselective ring-opening of the epoxide with a tethered
2018·1citation·Chaya N Dhudmal et al.·Natural Product Communications
Natural Product Communications
N‐Benzyl Substitution of Polyhydroxypyrrolidines: The Way to Selective Inhibitors of Golgi α‐Mannosidase II
N-benzyl substitution of polyhydroxypyrrolidines can lead to selective inhibitors of Golgi mannosidase II, potentially benefiting anticancer treatments.
2018·15citations·S. Šesták et al.·ChemMedChem
ChemMedChem
Autecology and ex situ growth of Onobrychis pindicola Hausskn. subsp. urumovii Deg. & Dren. (Fabaceae) – endemic with medicinal potential.
O. pindicola subsp. urumovii shows high tolerance to its environment and shows potential for successful cultivation, potentially benefiting medicinal purposes in the future.
2017·0citations·E. Kozuharova et al.
Amino-functionalized iminocyclitols: synthetic glycomimetics of medicinal interest
Amino-functionalized iminocyclitols show potential as novel drugs against viral infections, osteoarthritis, tuberculosis, diabetes, bacterial infections, and lysosomal storage disorders.
2016·30citations·V. Harit et al.·RSC Advances
RSC Advances
Structural essentials for β-N-acetylhexosaminidase inhibition by amides of prolines, pipecolic and azetidine carboxylic acids.
-N-acetylhexosaminidase inhibitors show potential as anti-invasive anti-cancer agents, with the CH2OH side chain being crucial for activity and N-butyl side chains favoring cell uptake.
2016·14citations·Andreas F. G. Glawar et al.·Organic & biomolecular chemistry
Organic & biomolecular chemistry
3-Azidoazetidines as the first scaffolds for β-amino azetidine carboxylic acid peptidomimetics: azetidine iminosugars containing an acetamido group do not inhibit β-N-acetylhexosaminidases
3-Azidoazetidines are the first stable scaffolds for -amino-azetidine carboxylic acid peptidomimetics, but their NHAc substituents do not inhibit -N-acetylhexosaminidases.
2016·3citations·Zilei Liu et al.·Tetrahedron-asymmetry
Tetrahedron-asymmetry