Literature DB >> 30746065

Synthesis of d-(+)-camphor-based N-acylhydrazones and their antiviral activity.

Kseniya S Kovaleva1,2,3, Fedor I Zubkov3, Nikolay I Bormotov4, Roman A Novikov5, Pavel V Dorovatovskii6, Victor N Khrustalev3,6, Yuriy V Gatilov1,2, Vladimir V Zarubaev7, Olga I Yarovaya1,2, Larisa N Shishkina4, Nariman F Salakhutdinov1,2.   

Abstract

The design and synthesis of a series of novel d-(+)-camphor N-acylhydrazones exhibiting inhibitory activity against vaccinia and influenza viruses are presented. An easy pathway to camphor-based N-acylhydrazones containing in their structure aliphatic, aromatic, and heterocyclic pharmacophore scaffolds has been developed. The conformation and configuration of the synthesized hydrazones were thoroughly characterized by a complete set of spectral characterization techniques, including 2D NMR spectroscopy, mass spectrometry, and X-ray diffraction analysis. In vitro screening for activity against vaccinia virus (VV) and influenza H1N1 virus was carried out for the obtained compounds. It was revealed that the derived N-acylhydrazones exhibited significant antiviral activity with a selectivity index >280 against VV for the most promising compound.

Entities:  

Year:  2018        PMID: 30746065      PMCID: PMC6335999          DOI: 10.1039/c8md00442k

Source DB:  PubMed          Journal:  Medchemcomm        ISSN: 2040-2503            Impact factor:   3.597


  28 in total

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Review 4.  Broad-spectrum agents for flaviviral infections: dengue, Zika and beyond.

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Journal:  Nat Rev Drug Discov       Date:  2017-05-05       Impact factor: 84.694

5.  Synthesis of substituted 1-norbornylamines with antiviral activity.

Authors:  A García Martínez; E Teso Vilar; A García Fraile; S de la Moya Cerero; M E Rodríguez Herrero; P Martínez Ruiz; L R Subramanian; A García Gancedo
Journal:  J Med Chem       Date:  1995-10-27       Impact factor: 7.446

Review 6.  Emergence of oseltamivir resistance: control and management of influenza before, during and after the pandemic.

Authors:  Rashmi Dixit; Gulam Khandaker; Scott Ilgoutz; Harunor Rashid; Robert Booy
Journal:  Infect Disord Drug Targets       Date:  2013-02

7.  Discovery of a new class of antiviral compounds: camphor imine derivatives.

Authors:  Anastasiya S Sokolova; Olga I Yarovaya; Andrey V Shernyukov; Yuriy V Gatilov; Yuliya V Razumova; Vladimir V Zarubaev; Tatiana S Tretiak; Andrey G Pokrovsky; Oleg I Kiselev; Nariman F Salakhutdinov
Journal:  Eur J Med Chem       Date:  2015-10-22       Impact factor: 6.514

8.  Genomic events underlying the changes in adamantane resistance among influenza A(H3N2) viruses during 2006-2008.

Authors:  Varough Deyde; Rebecca Garten; Tiffany Sheu; Catherine Smith; Allison Myrick; John Barnes; Xiyan Xu; Michael Shaw; Alexander Klimov; Larisa Gubareva
Journal:  Influenza Other Respir Viruses       Date:  2009-11       Impact factor: 4.380

9.  40 Years without Smallpox.

Authors:  G A Shchelkunova; S N Shchelkunov
Journal:  Acta Naturae       Date:  2017 Oct-Dec       Impact factor: 1.845

10.  Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus.

Authors:  A S Sokolova; O I Yarovaya; M D Semenova; A A Shtro; I R Orshanskaya; V V Zarubaev; N F Salakhutdinov
Journal:  Medchemcomm       Date:  2017-03-03       Impact factor: 3.597

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  4 in total

1.  New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections.

Authors:  Evgenii V Suslov; Evgenii S Mozhaytsev; Dina V Korchagina; Nikolay I Bormotov; Olga I Yarovaya; Konstantin P Volcho; Olga A Serova; Alexander P Agafonov; Rinat A Maksyutov; Larisa N Shishkina; Nariman F Salakhutdinov
Journal:  RSC Med Chem       Date:  2020-08-06

2.  Synthesis and Antiviral Activity of Camphene Derivatives against Different Types of Viruses.

Authors:  Anastasiya S Sokolova; Valentina P Putilova; Olga I Yarovaya; Anastasiya V Zybkina; Ekaterina D Mordvinova; Anna V Zaykovskaya; Dmitriy N Shcherbakov; Iana R Orshanskaya; Ekaterina O Sinegubova; Iana L Esaulkova; Sophia S Borisevich; Nikolay I Bormotov; Larisa N Shishkina; Vladimir V Zarubaev; Oleg V Pyankov; Rinat A Maksyutov; Nariman F Salakhutdinov
Journal:  Molecules       Date:  2021-04-13       Impact factor: 4.411

3.  Synthesis and Antiviral Properties of Camphor-Derived Iminothiazolidine-4-Ones and 2,3-Dihydrothiazoles.

Authors:  Vladislav V Oreshko; Kseniya S Kovaleva; Ekaterina D Mordvinova; Olga I Yarovaya; Yuri V Gatilov; Dmitry N Shcherbakov; Nikolai I Bormotov; Olga A Serova; Larisa N Shishkina; Nariman F Salakhutdinov
Journal:  Molecules       Date:  2022-07-25       Impact factor: 4.927

Review 4.  Monoterpenes and Their Derivatives-Recent Development in Biological and Medical Applications.

Authors:  Mariola Zielińska-Błajet; Joanna Feder-Kubis
Journal:  Int J Mol Sci       Date:  2020-09-25       Impact factor: 5.923

  4 in total

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