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

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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.

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

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Publication details

The article was received on 03 Sep 2018, accepted on 22 Oct 2018 and first published on 26 Oct 2018


Article type: Research Article
DOI: 10.1039/C8MD00442K
Citation: Med. Chem. Commun., 2018, Advance Article
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    Synthesis of D-(+)-camphor-based N-acylhydrazones and their antiviral activity

    K. S. Kovaleva, F. I. Zubkov, N. I. Bormotov, R. A. Novikov, P. V. Dorovatovskii, V. N. Khrustalev, Y. V. Gatilov, V. V. Zarubaev, O. I. Yarovaya, L. N. Shishkina and N. F. Salakhutdinov, Med. Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8MD00442K

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