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Basic Characteristics of Mutations
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Mutation Site
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S31N |
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Mutation Site Sentence
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Biological assays of the prepared compounds were performed on the rimantadine-resistant S31N mutated strains of influenza A - A/California/7/2009(H1N1)pdm09 and modern pandemic strain A/IIV-Orenburg/29-L/2016(H1N1)pdm09. |
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Mutation Level
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Amino acid level |
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Mutation Type
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Nonsynonymous substitution |
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Gene/Protein/Region
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|
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Standardized Encoding Gene
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|
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Genotype/Subtype
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- |
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Viral Reference
|
-
|
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Functional Impact and Mechanisms
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Disease
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Influenza A
|
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Immune
|
- |
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Target Gene
|
-
|
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Clinical and Epidemiological Correlations
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Clinical Information
|
- |
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Treatment
|
rimantadine;enol ester 10 |
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Location
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America |
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Literature Information
|
|
PMID
|
28338150
|
|
Title
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Stereoselective synthesis of novel adamantane derivatives with high potency against rimantadine-resistant influenza A virus strains
|
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Author
|
Kuznetsov NY,Tikhov RM,Godovikov IA,Medvedev MG,Lyssenko KA,Burtseva EI,Kirillova ES,Bubnov YN
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Journal
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Organic & biomolecular chemistry
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Journal Info
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2017 Apr 11;15(15):3152-3157
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Abstract
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A series of (R)- and (S)-isomers of new adamantane-substituted heterocycles (1,3-oxazinan-2-one, piperidine-2,4-dione, piperidine-2-one and piperidine) with potent activity against rimantadine-resistant strains of influenza A virus were synthesized through the transformation of adamantyl-substituted N-Boc-homoallylamines 8 into piperidine-2,4-diones 11 through the cyclic bromourethanes 9 and key intermediate enol esters 10. Biological assays of the prepared compounds were performed on the rimantadine-resistant S31N mutated strains of influenza A - A/California/7/2009(H1N1)pdm09 and modern pandemic strain A/IIV-Orenburg/29-L/2016(H1N1)pdm09. The most potent compounds were both enantiomers of the enol ester 10 displaying IC(50) = 7.7 muM with the 2016 Orenburg strain.
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Sequence Data
|
-
|