Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1

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Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1. / Sokolova, Anastasiya S.; Yarovaya, Оlga I.; Baev, Dmitry S. et al.

In: European Journal of Medicinal Chemistry, Vol. 127, 15.02.2017, p. 661-670.

Research output: Contribution to journal › Article › peer-review

Harvard

Sokolova, AS, Yarovaya, ОI, Baev, DS, Shernyukov, АV, Shtro, AA, Zarubaev, VV & Salakhutdinov, NF 2017, 'Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1', European Journal of Medicinal Chemistry, vol. 127, pp. 661-670. https://doi.org/10.1016/j.ejmech.2016.10.035

APA

Sokolova, A. S., Yarovaya, О. I., Baev, D. S., Shernyukov, А. V., Shtro, A. A., Zarubaev, V. V., & Salakhutdinov, N. F. (2017). Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1. European Journal of Medicinal Chemistry, 127, 661-670. https://doi.org/10.1016/j.ejmech.2016.10.035

Vancouver

Sokolova AS, Yarovaya ОI, Baev DS, Shernyukov АV, Shtro AA, Zarubaev VV et al. Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1. European Journal of Medicinal Chemistry. 2017 Feb 15;127:661-670. doi: 10.1016/j.ejmech.2016.10.035

Author

Sokolova, Anastasiya S. ; Yarovaya, Оlga I. ; Baev, Dmitry S. et al. / Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1. In: European Journal of Medicinal Chemistry. 2017 ; Vol. 127. pp. 661-670.

BibTeX

@article{6c9fe9cd686c4206a1fb8f2424ed4d54,

title = "Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1",

abstract = "A series of camphor derived imines was synthesised and evaluated in vitro for antiviral activity. Theoretical evaluations of ADME properties were also carried out. Most of these compounds exhibited significant activity against the drug-resistant strains of influenza A virus. Especially, compounds 2 (SI = 632) and 3 (SI = 417) presented high inhibition against influenza subtypes A/Puerto Rico/8/34 and A/California/07/09 of H1N1pdm09. Analysis of the structure-activity relationship showed that the activity was strongly dependent on the length of the aliphatic chain: derivatives with a shorter chain possessed higher activity, while the suppressing action of compounds with long aliphatic chains was lower.",

keywords = "Antiviral, Cage compounds, Camphor derivatives, Influenza, Hemagglutinin Glycoproteins, Influenza Virus/chemistry, Antiviral Agents/chemistry, Structure-Activity Relationship, Influenza A Virus, H1N1 Subtype/drug effects, Imines/chemistry, Camphor/chemistry, Hydrophobic and Hydrophilic Interactions, Protein Conformation, Molecular Docking Simulation, ENTRY INHIBITORS, FUSION, HEMAGGLUTININ, DISCOVERY, A VIRUS, IN-VITRO, CONFORMATIONAL-CHANGE, ANTIVIRAL ACTIVITY, AGENTS, DERIVATIVES",

author = "Sokolova, {Anastasiya S.} and Yarovaya, {Оlga I.} and Baev, {Dmitry S.} and Shernyukov, {Аndrey V.} and Shtro, {Anna A.} and Zarubaev, {Vladimir V.} and Salakhutdinov, {Nariman F.}",

year = "2017",

month = feb,

day = "15",

doi = "10.1016/j.ejmech.2016.10.035",

language = "English",

volume = "127",

pages = "661--670",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson SAS",

}

RIS

TY - JOUR

T1 - Aliphatic and alicyclic camphor imines as effective inhibitors of influenza virus H1N1

AU - Sokolova, Anastasiya S.

AU - Yarovaya, Оlga I.

AU - Baev, Dmitry S.

AU - Shernyukov, Аndrey V.

AU - Shtro, Anna A.

AU - Zarubaev, Vladimir V.

AU - Salakhutdinov, Nariman F.

PY - 2017/2/15

Y1 - 2017/2/15

N2 - A series of camphor derived imines was synthesised and evaluated in vitro for antiviral activity. Theoretical evaluations of ADME properties were also carried out. Most of these compounds exhibited significant activity against the drug-resistant strains of influenza A virus. Especially, compounds 2 (SI = 632) and 3 (SI = 417) presented high inhibition against influenza subtypes A/Puerto Rico/8/34 and A/California/07/09 of H1N1pdm09. Analysis of the structure-activity relationship showed that the activity was strongly dependent on the length of the aliphatic chain: derivatives with a shorter chain possessed higher activity, while the suppressing action of compounds with long aliphatic chains was lower.

AB - A series of camphor derived imines was synthesised and evaluated in vitro for antiviral activity. Theoretical evaluations of ADME properties were also carried out. Most of these compounds exhibited significant activity against the drug-resistant strains of influenza A virus. Especially, compounds 2 (SI = 632) and 3 (SI = 417) presented high inhibition against influenza subtypes A/Puerto Rico/8/34 and A/California/07/09 of H1N1pdm09. Analysis of the structure-activity relationship showed that the activity was strongly dependent on the length of the aliphatic chain: derivatives with a shorter chain possessed higher activity, while the suppressing action of compounds with long aliphatic chains was lower.

KW - Antiviral

KW - Cage compounds

KW - Camphor derivatives

KW - Influenza

KW - Hemagglutinin Glycoproteins, Influenza Virus/chemistry

KW - Antiviral Agents/chemistry

KW - Structure-Activity Relationship

KW - Influenza A Virus, H1N1 Subtype/drug effects

KW - Imines/chemistry

KW - Camphor/chemistry

KW - Hydrophobic and Hydrophilic Interactions

KW - Protein Conformation

KW - Molecular Docking Simulation

KW - ENTRY INHIBITORS

KW - FUSION

KW - HEMAGGLUTININ

KW - DISCOVERY

KW - A VIRUS

KW - IN-VITRO

KW - CONFORMATIONAL-CHANGE

KW - ANTIVIRAL ACTIVITY

KW - AGENTS

KW - DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85006150304&partnerID=8YFLogxK

U2 - 10.1016/j.ejmech.2016.10.035

DO - 10.1016/j.ejmech.2016.10.035

M3 - Article

C2 - 27823881

AN - SCOPUS:85006150304

VL - 127

SP - 661

EP - 670

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

ER -

ID: 9560962