Nucleozin - CAS 341001-38-5
Catalog number: 341001-38-5
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
Molecular Weight:
Influenza Virus
Nucleozin. a cell-permeable isoxazolylpiperazine, targets influenza a nucleoprotein (NP) to inhibit influenza A H1N1, H3N2 and H5N1.
Yellow powder
1-(2-Chloro-4-nitrophenyl)-4-[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]-piperazine, Nucleozin, [4-(2-Chloro-4-nitro-phenyl)-piperazin-1-yl]-(5-methyl-3-phenyl-isoxazol-4-yl)-methanone
Soluble in DMSO
Store at -20 °C
Nucleozin is an antivirus agent.
Quality Standard:
Enterprise Standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
1.371 g/cm3
Canonical SMILES:
Current Developer:
1.Development of an anti-influenza drug screening assay targeting nucleoproteins with tryptophan fluorescence quenching.
Hung HC;Liu CL;Hsu JT;Horng JT;Fang MY;Wu SY;Ueng SH;Wang MY;Yaw CW;Hou MH Anal Chem. 2012 Aug 7;84(15):6391-9. doi: 10.1021/ac2022426. Epub 2012 Jul 10.
Recent studies have shown that NP (nucleoprotein), which possesses multiple functions in the viral life cycle, is a new potential anti-influenza drug target. NP inhibitors reliably induce conformational changes in NPs, and these changes may confer inhibition of the influenza virus. The six conserved tryptophan residues in NP can be used as an intrinsic probe to monitor the change in fluorescence of the tryptophan residues in the protein upon binding to an NP inhibitor. In the present study, we found that the fluorescence of recombinant NP proteins was quenched following the binding of available NP inhibitors (such as nucleozin) in a concentration- and time-dependent manner, which suggests that the inhibitor induced conformational changes in the NPs. The minimal fluorescence-quenching effect and weak binding constant of nucleozin to the swine-origin influenza virus H1N1pdm09 (SOIV) NP revealed that the SOIV is resistant to nucleozin. We have used the fluorescence-quenching property of tryptophans in NPs that were bound to ligands in a 96-well-plate-based drug screen to assess the ability of promising small molecules to interact with NPs and have identified one new anti-influenza drug, CSV0C001018, with a high SI value.
2.E339...R416 salt bridge of nucleoprotein as a feasible target for influenza virus inhibitors.
Shen YF;Chen YH;Chu SY;Lin MI;Hsu HT;Wu PY;Wu CJ;Liu HW;Lin FY;Lin G;Hsu PH;Yang AS;Cheng YS;Wu YT;Wong CH;Tsai MD Proc Natl Acad Sci U S A. 2011 Oct 4;108(40):16515-20. doi: 10.1073/pnas.1113107108. Epub 2011 Sep 19.
The nucleoprotein (NP) of the influenza virus exists as trimers, and its tail-loop binding pocket has been suggested as a potential target for antiinfluenza therapeutics. The possibility of NP as a drug target was validated by the recent reports that nucleozin and its analogs can inhibit viral replication by inducing aggregation of NP trimers. However, these inhibitors were identified by random screening, and the binding site and inhibition mechanism are unclear. We report a rational approach to target influenza virus with a new mechanism--disruption of NP-NP interaction. Consistent with recent work, E339A, R416A, and deletion mutant Δ402-428 were unable to support viral replication in the absence of WT NP. However, only E339A and R416A could form hetero complex with WT NP, but the complex was unable to bind the RNA polymerase, leading to inhibition of viral replication. These results demonstrate the importance of the E339…R416 salt bridge in viral survival and establish the salt bridge as a sensitive antiinfluenza target. To provide further support, we showed that peptides encompassing R416 can disrupt NP-NP interaction and inhibit viral replication. Finally we performed virtual screening to target E339…R416, and some small molecules identified were shown to disrupt the formation of NP trimers and inhibit replication of WT and nucleozin-resistant strains.
3.Broad Spectrum Inhibitor of Influenza A and B Viruses Targeting the Viral Nucleoprotein.
White KM;Abreu P Jr;Wang H;De Jesus PD;Manicassamy B;García-Sastre A;Chanda SK;DeVita RJ;Shaw ML ACS Infect Dis. 2018 Feb 9;4(2):146-157. doi: 10.1021/acsinfecdis.7b00120. Epub 2018 Jan 4.
S119 was a top hit from an ultrahigh throughput screen performed to identify novel inhibitors of influenza virus replication. It showed a potent antiviral effect (50% inhibitory concentration, IC;50; = 20 nM) and no detectable cytotoxicity (50% cytotoxic concentration, CC;50; > 500 μM) to yield a selectivity index greater than 25 000. Upon investigation, we found that S119 selected for resistant viruses carrying mutations in the viral nucleoprotein (NP). These resistance mutations highlight a likely S119 binding site overlapping with but not identical to that found for the compound nucleozin. Mechanism of action studies revealed that S119 affects both the oligomerization state and cellular localization of the NP protein which has an impact on viral transcription, replication, and protein expression. Through a hit-to-lead structure-activity relationship (SAR) study, we found an analog of S119, named S119-8, which had increased breadth of inhibition against influenza A and B viruses accompanied by only a small loss in potency. Finally, in vitro viral inhibition assays showed a synergistic relationship between S119-8 and oseltamivir when they were combined, indicating the potential for future drug cocktails.
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CAS 341001-38-5 Nucleozin

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