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

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. © 2018 The Royal Society of Chemistry.

Авторы
Kovaleva K.S. 1, 2, 3 , Zubkov F.I. 3 , Bormotov N.I.4 , Novikov R.A. 5 , Dorovatovskii P.V. 6 , Khrustalev V.N. 3, 6 , Gatilov Y.V.1, 2 , Zarubaev V.V.7 , Yarovaya O.I.1, 2 , Shishkina L.N.4 , Salakhutdinov N.F.1, 2
Журнал
Издательство
Royal Society of Chemistry
Номер выпуска
12
Язык
Английский
Страницы
2072-2082
Статус
Опубликовано
Том
9
Год
2018
Организации
  • 1 Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Ave. 9, Novosibirsk, 630090, Russian Federation
  • 2 Novosibirsk State University, Pirogova St. 2, Novosibirsk, 630090, Russian Federation
  • 3 RUDN University, 6 Miklukho-Maklaya St, Moscow, 117198, Russian Federation
  • 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., Moscow, 119991, Russian Federation
  • 6 National Research Center Kurchatov Institute, 1 Acad. Kurchatov Sq., Moscow, 123182, Russian Federation
  • 7 Pasteur Institute of Epidemiology and Microbiology, 14 Mira str., St.-Petersburg, 197101, Russian Federation
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