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

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

  • Medchemcomm. 2018 Oct 26;9(12):2072-2082. doi: 10.1039/c8md00442k.
Kseniya S Kovaleva 1 2 3,  Fedor I Zubkov 3,  Nikolay I Bormotov 4,  Roman A Novikov 5,  Pavel V Dorovatovskii 6,  Victor N Khrustalev 3 6,  Yuriy V Gatilov 1 2,  Vladimir V Zarubaev 7,  Olga I Yarovaya 1 2,  Larisa N Shishkina 4,  Nariman F Salakhutdinov 1 2
Affiliations

Affiliations

  • 1 Novosibirsk Institute of Organic Chemistry , Siberian Branch of the Russian Academy of Sciences , Lavrentjev Ave. 9 , 630090 Novosibirsk , Russian Federation . Email: ooo@nioch.nsc.ru.
  • 2 Novosibirsk State University , Pirogova St. 2 , 630090 Novosibirsk , Russian Federation . Email: kseniya.kovaleva3103@yandex.ru.
  • 3 RUDN University , 6 Miklukho-Maklaya St , 117198 Moscow , Russian Federation . Email: fzubkov@sci.pfu.edu.ru.
  • 4 Department of Prevention and Treatment of Especially Dangerous Infections , State Research Centre of Virology and Biotechnology VECTOR , Koltsovo , Novosibirsk Region , 630559 , Russian Federation.
  • 5 Engelhardt Institute of Molecular Biology , Russian Academy of Sciences , 32 Vavilov St. , 119991 Moscow , Russian Federation.
  • 6 National Research Center "Kurchatov Institute" , 1 Acad. Kurchatov Sq. , 123182 Moscow , Russian Federation.
  • 7 Pasteur Institute of Epidemiology and Microbiology , 14 Mira str. , 197101 St. Petersburg , Russia.
PMID: 30746065 DOI: 10.1039/c8md00442k
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.

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