Novel five-membered iminocyclitol derivatives as selective and potent glycosidase inhibitors: new structures for antivirals and osteoarthritis.
Identifieur interne : 001330 ( Ncbi/Checkpoint ); précédent : 001329; suivant : 001331Novel five-membered iminocyclitol derivatives as selective and potent glycosidase inhibitors: new structures for antivirals and osteoarthritis.
Auteurs : Pi-Hui Liang [Taïwan] ; Wei-Chieh Cheng ; Yi-Ling Lee ; Han-Pang Yu ; Ying-Ta Wu ; Yi-Ling Lin ; Chi-Huey WongSource :
- Chembiochem : a European journal of chemical biology [ 1439-4227 ] ; 2006.
Descripteurs français
- KwdFr :
- Animaux, Antienzymes (), Antienzymes (pharmacologie), Antienzymes (synthèse chimique), Antiviraux (), Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Arthrose (enzymologie), Composés hétéromonocycliques (), Composés hétéromonocycliques (pharmacologie), Composés hétéromonocycliques (synthèse chimique), Glycosidases (antagonistes et inhibiteurs), Humains, Iminopyranoses (), Iminopyranoses (pharmacologie), Iminopyranoses (synthèse chimique), Lignée cellulaire, Modèles biologiques, Modèles moléculaires, Prolifération cellulaire (), Relation structure-activité, Spécificité du substrat, Techniques de chimie combinatoire, Tests de sensibilité microbienne, Virus de l'encéphalite japonaise (espèce) (), Virus de la dengue (), Virus du SRAS (), beta-N-Acetylhexosaminidases (antagonistes et inhibiteurs).
- MESH :
- antagonistes et inhibiteurs : Glycosidases, beta-N-Acetylhexosaminidases.
- enzymologie : Arthrose.
- pharmacologie : Antienzymes, Antiviraux, Composés hétéromonocycliques, Iminopyranoses.
- synthèse chimique : Antienzymes, Antiviraux, Composés hétéromonocycliques, Iminopyranoses.
- Animaux, Antienzymes, Antiviraux, Composés hétéromonocycliques, Humains, Iminopyranoses, Lignée cellulaire, Modèles biologiques, Modèles moléculaires, Prolifération cellulaire, Relation structure-activité, Spécificité du substrat, Techniques de chimie combinatoire, Tests de sensibilité microbienne, Virus de l'encéphalite japonaise (espèce), Virus de la dengue, Virus du SRAS.
English descriptors
- KwdEn :
- Animals, Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Cell Line, Cell Proliferation (drug effects), Combinatorial Chemistry Techniques, Dengue Virus (drug effects), Encephalitis Virus, Japanese (drug effects), Enzyme Inhibitors (chemical synthesis), Enzyme Inhibitors (chemistry), Enzyme Inhibitors (pharmacology), Glycoside Hydrolases (antagonists & inhibitors), Heterocyclic Compounds, 1-Ring (chemical synthesis), Heterocyclic Compounds, 1-Ring (chemistry), Heterocyclic Compounds, 1-Ring (pharmacology), Humans, Imino Pyranoses (chemical synthesis), Imino Pyranoses (chemistry), Imino Pyranoses (pharmacology), Microbial Sensitivity Tests, Models, Biological, Models, Molecular, Osteoarthritis (enzymology), SARS Virus (drug effects), Structure-Activity Relationship, Substrate Specificity, beta-N-Acetylhexosaminidases (antagonists & inhibitors).
- MESH :
- chemical , antagonists & inhibitors : Glycoside Hydrolases, beta-N-Acetylhexosaminidases.
- chemical , chemical synthesis : Antiviral Agents, Enzyme Inhibitors, Heterocyclic Compounds, 1-Ring, Imino Pyranoses.
- chemical , chemistry : Antiviral Agents, Enzyme Inhibitors, Heterocyclic Compounds, 1-Ring, Imino Pyranoses.
- chemical , pharmacology : Antiviral Agents, Enzyme Inhibitors, Heterocyclic Compounds, 1-Ring, Imino Pyranoses.
- drug effects : Cell Proliferation, Dengue Virus, Encephalitis Virus, Japanese, SARS Virus.
- enzymology : Osteoarthritis.
- Animals, Cell Line, Combinatorial Chemistry Techniques, Humans, Microbial Sensitivity Tests, Models, Biological, Models, Molecular, Structure-Activity Relationship, Substrate Specificity.
Abstract
A novel 5-membered iminocyclitol derivative was found to be a potent and selective inhibitor of the glycoprotein-processing alpha-glucosidase with a Ki value of 53 nM. This compound was further derivatized to antiviral agents against Japanese encephalitis virus, dengue virus serotype 2 (DEN-2), human SARS coronavirus, and human beta-hexosaminidase (Ki = 2.6 nM), a new target for the development of osteoarthritis therapeutics.
DOI: 10.1002/cbic.200500321
PubMed: 16397876
Affiliations:
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pubmed:16397876Le document en format XML
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<affiliation wicri:level="1"><nlm:affiliation>The Genomics Research Center and Institute of Biomedical Sciences, Academia Sinica, No. 128, Academia Road Sec. 2, Nankang District, Taipei, 11529, Taiwan.</nlm:affiliation>
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<author><name sortKey="Cheng, Wei Chieh" sort="Cheng, Wei Chieh" uniqKey="Cheng W" first="Wei-Chieh" last="Cheng">Wei-Chieh Cheng</name>
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<author><name sortKey="Yu, Han Pang" sort="Yu, Han Pang" uniqKey="Yu H" first="Han-Pang" last="Yu">Han-Pang Yu</name>
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<term>Antiviral Agents (chemical synthesis)</term>
<term>Antiviral Agents (chemistry)</term>
<term>Antiviral Agents (pharmacology)</term>
<term>Cell Line</term>
<term>Cell Proliferation (drug effects)</term>
<term>Combinatorial Chemistry Techniques</term>
<term>Dengue Virus (drug effects)</term>
<term>Encephalitis Virus, Japanese (drug effects)</term>
<term>Enzyme Inhibitors (chemical synthesis)</term>
<term>Enzyme Inhibitors (chemistry)</term>
<term>Enzyme Inhibitors (pharmacology)</term>
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<term>Imino Pyranoses (chemistry)</term>
<term>Imino Pyranoses (pharmacology)</term>
<term>Microbial Sensitivity Tests</term>
<term>Models, Biological</term>
<term>Models, Molecular</term>
<term>Osteoarthritis (enzymology)</term>
<term>SARS Virus (drug effects)</term>
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<term>Antiviraux (synthèse chimique)</term>
<term>Arthrose (enzymologie)</term>
<term>Composés hétéromonocycliques ()</term>
<term>Composés hétéromonocycliques (pharmacologie)</term>
<term>Composés hétéromonocycliques (synthèse chimique)</term>
<term>Glycosidases (antagonistes et inhibiteurs)</term>
<term>Humains</term>
<term>Iminopyranoses ()</term>
<term>Iminopyranoses (pharmacologie)</term>
<term>Iminopyranoses (synthèse chimique)</term>
<term>Lignée cellulaire</term>
<term>Modèles biologiques</term>
<term>Modèles moléculaires</term>
<term>Prolifération cellulaire ()</term>
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<term>Spécificité du substrat</term>
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<term>Tests de sensibilité microbienne</term>
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<term>Virus du SRAS ()</term>
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<term>Enzyme Inhibitors</term>
<term>Heterocyclic Compounds, 1-Ring</term>
<term>Imino Pyranoses</term>
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<term>Heterocyclic Compounds, 1-Ring</term>
<term>Imino Pyranoses</term>
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<term>Enzyme Inhibitors</term>
<term>Heterocyclic Compounds, 1-Ring</term>
<term>Imino Pyranoses</term>
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<term>beta-N-Acetylhexosaminidases</term>
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<term>SARS Virus</term>
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<keywords scheme="MESH" qualifier="enzymology" xml:lang="en"><term>Osteoarthritis</term>
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<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antienzymes</term>
<term>Antiviraux</term>
<term>Composés hétéromonocycliques</term>
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<term>Cell Line</term>
<term>Combinatorial Chemistry Techniques</term>
<term>Humans</term>
<term>Microbial Sensitivity Tests</term>
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<term>Iminopyranoses</term>
<term>Lignée cellulaire</term>
<term>Modèles biologiques</term>
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<front><div type="abstract" xml:lang="en">A novel 5-membered iminocyclitol derivative was found to be a potent and selective inhibitor of the glycoprotein-processing alpha-glucosidase with a Ki value of 53 nM. This compound was further derivatized to antiviral agents against Japanese encephalitis virus, dengue virus serotype 2 (DEN-2), human SARS coronavirus, and human beta-hexosaminidase (Ki = 2.6 nM), a new target for the development of osteoarthritis therapeutics.</div>
</front>
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<affiliations><list><country><li>Taïwan</li>
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<tree><noCountry><name sortKey="Cheng, Wei Chieh" sort="Cheng, Wei Chieh" uniqKey="Cheng W" first="Wei-Chieh" last="Cheng">Wei-Chieh Cheng</name>
<name sortKey="Lee, Yi Ling" sort="Lee, Yi Ling" uniqKey="Lee Y" first="Yi-Ling" last="Lee">Yi-Ling Lee</name>
<name sortKey="Lin, Yi Ling" sort="Lin, Yi Ling" uniqKey="Lin Y" first="Yi-Ling" last="Lin">Yi-Ling Lin</name>
<name sortKey="Wong, Chi Huey" sort="Wong, Chi Huey" uniqKey="Wong C" first="Chi-Huey" last="Wong">Chi-Huey Wong</name>
<name sortKey="Wu, Ying Ta" sort="Wu, Ying Ta" uniqKey="Wu Y" first="Ying-Ta" last="Wu">Ying-Ta Wu</name>
<name sortKey="Yu, Han Pang" sort="Yu, Han Pang" uniqKey="Yu H" first="Han-Pang" last="Yu">Han-Pang Yu</name>
</noCountry>
<country name="Taïwan"><noRegion><name sortKey="Liang, Pi Hui" sort="Liang, Pi Hui" uniqKey="Liang P" first="Pi-Hui" last="Liang">Pi-Hui Liang</name>
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