Design and synthesis of dipeptidyl glutaminyl fluoromethyl ketones as potent severe acute respiratory syndrome coronovirus (SARS-CoV) inhibitors
Identifieur interne : 004463 ( Main/Exploration ); précédent : 004462; suivant : 004464Design and synthesis of dipeptidyl glutaminyl fluoromethyl ketones as potent severe acute respiratory syndrome coronovirus (SARS-CoV) inhibitors
Auteurs : Han-Zhong Zhang [États-Unis] ; HONG ZHANG [États-Unis] ; William Kemnitzer [États-Unis] ; Ben Tseng [États-Unis] ; Jindrich Jr Cinatl [Allemagne] ; Martin Michaelis [Allemagne] ; Hans Wilhelm Doerr [Allemagne] ; SUI XIONG CAI [États-Unis]Source :
- Journal of medicinal chemistry : (Print) [ 0022-2623 ] ; 2006.
Descripteurs français
- KwdFr :
- MESH :
- pharmacologie : Antiviraux, Dipeptides.
- synthèse chimique : Antiviraux, Dipeptides.
- Pascal (Inist)
- Animaux, Antiviraux, Cellules Caco-2, Cellules Vero, Conception de médicament, Dipeptides, Humains, Mort cellulaire, Réplication virale, Synthèse chimique, Dipeptide, Cétone, Syndrome respiratoire aigu sévère, Virus du SRAS, Virus syndrome respiratoire aigu sévère, Antiviral, In vitro, Relation structure activité, Halogénocétone, Composé peptidomimétique, Fluor Composé organique, Peptide, Lignée cellulaire, Singe, Rein, Côlon, Homme, Lignée VERO, Lignée CACO2, Glutamine(N2-benzyloxycarbonylleucyl-1-désoxy-N5,N5-diméthyl-1-fluorométhyl).
- Wicri :
English descriptors
- KwdEn :
- Animals, Antiviral, Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Caco-2 Cells, Cell Death (drug effects), Cell line, Chemical synthesis, Chlorocebus aethiops, Colon, Dipeptides, Dipeptides (chemical synthesis), Dipeptides (chemistry), Dipeptides (pharmacology), Drug Design, Fluorine Organic compounds, Haloketone, Human, Humans, In vitro, Ketone, Kidney, Monkey, Peptides, Peptidomimetic compound, SARS Virus (drug effects), Severe acute respiratory syndrome, Severe acute respiratory syndrome virus, Structure activity relation, Vero Cells, Virus Replication.
- MESH :
- chemical , chemical synthesis : Antiviral Agents, Dipeptides.
- chemical , chemistry : Antiviral Agents, Dipeptides.
- chemical , pharmacology : Antiviral Agents, Dipeptides.
- drug effects : Cell Death, SARS Virus.
- Animals, Caco-2 Cells, Chlorocebus aethiops, Drug Design, Humans, Vero Cells, Virus Replication.
Abstract
This paper describes the design and synthesis of dipeptidyl N,N-dimethyl glutaminyl fluoromethyl ketones (fmk) as severe acute respiratory syndrome coronovirus (SARS-CoV) inhibitors. The compounds were tested against SARS-CoV-induced cell death in Vero or CaCo2 cells as a measurement of the inhibiting effects of the compounds on the replication of the virus. Z-Leu-Gln(NMe2)-fmk (6a) was found to be a potent inhibitor with low toxicity in cells, protecting cells with an EC50 value of 2.5 μM and exhibiting a selectivity index of >40.
Affiliations:
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Le document en format XML
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<front><div type="abstract" xml:lang="en">This paper describes the design and synthesis of dipeptidyl N,N-dimethyl glutaminyl fluoromethyl ketones (fmk) as severe acute respiratory syndrome coronovirus (SARS-CoV) inhibitors. The compounds were tested against SARS-CoV-induced cell death in Vero or CaCo2 cells as a measurement of the inhibiting effects of the compounds on the replication of the virus. Z-Leu-Gln(NMe<sub>2</sub>
)-fmk (6a) was found to be a potent inhibitor with low toxicity in cells, protecting cells with an EC<sub>50</sub>
value of 2.5 μM and exhibiting a selectivity index of >40.</div>
</front>
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<country name="Allemagne"><region name="Hesse (Land)"><name sortKey="Cinatl, Jindrich Jr" sort="Cinatl, Jindrich Jr" uniqKey="Cinatl J" first="Jindrich Jr" last="Cinatl">Jindrich Jr Cinatl</name>
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<name sortKey="Doerr, Hans Wilhelm" sort="Doerr, Hans Wilhelm" uniqKey="Doerr H" first="Hans Wilhelm" last="Doerr">Hans Wilhelm Doerr</name>
<name sortKey="Michaelis, Martin" sort="Michaelis, Martin" uniqKey="Michaelis M" first="Martin" last="Michaelis">Martin Michaelis</name>
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