SrasV1, Main, Exploration, bibRecord, 004463

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 : 004464

Design 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.

RBID : Pascal:06-0304982

Descripteurs français

KwdFr :
- Animaux, Antiviraux (), Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Cellules Caco-2, Cellules Vero, Conception de médicament, Dipeptides (), Dipeptides (pharmacologie), Dipeptides (synthèse chimique), Humains, Mort cellulaire (), Réplication virale, Virus du SRAS ().
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 :
- topic : Singe, Homme.

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:

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>
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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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   |texte=   Design and synthesis of dipeptidyl glutaminyl fluoromethyl ketones as potent severe acute respiratory syndrome coronovirus (SARS-CoV) inhibitors
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Design and synthesis of dipeptidyl glutaminyl fluoromethyl ketones as potent severe acute respiratory syndrome coronovirus (SARS-CoV) inhibitors

Design and synthesis of dipeptidyl glutaminyl fluoromethyl ketones as potent severe acute respiratory syndrome coronovirus (SARS-CoV) inhibitors

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