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

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

Journal

MedChemComm
ISSN: 2040-2503 , E-ISSN: 2040-2511

Output data

Year: 2018, Volume: 9, Number: 12, Pages: 2072-2082 Pages count : 11 DOI: 10.1039/c8md00442k

Authors

Kovaleva Kseniya S. ^1,2,3 , Zubkov Fedor I. ³ , Bormotov Nikolay I. ⁴ , Novikov Roman A. ⁵ , Dorovatovskii Pavel V. ⁶ , Khrustalev Victor N. ^3,6 , Gatilov Yuriy V. ^1,2 , Zarubaev Vladimir V. ⁷ , Yarovaya Olga I. ^1,2 , Shishkina Larisa N. ⁴ , Salakhutdinov Nariman F. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Novosibirsk Inst Organ Chem, Siberian Branch, Lavrentjev Ave 9, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Pirogova St 2, Novosibirsk 630090, Russia
3	(Данные Web of science) RUDN Univ, 6 Miklukho Maklaya St, Moscow 117198, Russia
4	(Данные Web of science) State Res Ctr Virol & Biotechnol VECTOR, Dept Prevent & Treatment Especially Dangerous Inf, Koltsov 630559, Novosibirsk Reg, Russia
5	(Данные Web of science) Russian Acad Sci, Engelhardt Inst Mol Biol, 32 Vavilov St, Moscow 119991, Russia
6	(Данные Web of science) Kurchatov Inst, Natl Res Ctr, 1 Acad Kurchatov Sq, Moscow 123182, Russia
7	(Данные Web of science) Pasteur Inst Epidemiol & Microbiol, 14 Mira Str, St Petersburg 197101, Russia

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.

Kovaleva K.S. , Zubkov F.I. , Bormotov N.I. , Novikov R.A. , Dorovatovskii P.V. , Khrustalev V.N. , Gatilov Y.V. , Zarubaev V.V. , Yarovaya O.I. , Shishkina L.N. , Salakhutdinov N.F.
Synthesis of D-(+)-camphor-based N-acylhydrazones and their antiviral activity

MedChemComm. 2018. V.9. N12. P.2072-2082. DOI: 10.1039/c8md00442k WOS Scopus РИНЦ

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