Synthesis of d-(+)-camphor-based <i>N</i>-acylhydrazones and their antiviral activity.
Kovaleva KS, Zubkov FI, Bormotov NI, Novikov RA, Dorovatovskii PV, Khrustalev VN, Gatilov YV, Zarubaev VV, Yarovaya OI, Shishkina LN, Salakhutdinov NF.
The design and synthesis of a series of novel d-(+)-camphor <i>N</i>-acylhydrazones exhibiting inhibitory activity against vaccinia and influenza viruses are presented. An easy pathway to camphor-based <i>N</i>-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. <i>In vitro</i> screening for activity against vaccinia virus (VV) and influenza H1N1 virus was carried out for the obtained compounds. It was revealed that the derived <i>N</i>-acylhydrazones exhibited significant antiviral activity with a selectivity index >280 against VV for the most promising compound.