Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus

Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus Full article

Journal

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

Output data

Year: 2017, Volume: 8, Number: 5, Pages: 960-963 Pages count : 4 DOI: 10.1039/c6md00657d

Authors

Sokolova A.S. ^1,2 , Yarovaya O.I. ^1,2 , Semenova M.D. ¹ , Shtro A.A. ³ , Orshanskaya I.R. ³ , Zarubaev V.V. ³ , Salakhutdinov N.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) Influenza Res Inst, Lab Chemotherapy, Prof Popova St 15-17, St Petersburg 197376, Russia

Herein, we present the design and synthesis of a series of novel heterocyclic derivatives of (-)-borneol and (-)-isoborneol as potent inhibitors of the influenza A virus. All compounds were tested for their toxicity against MDCK cells and for virus-inhibiting activity against the influenza virus A/Puerto Rico/8/34 (H1N1). Compounds 7, 16 and 26 containing a morpholine fragment exhibited the highest efficiency as agents inhibiting the replication of the influenza virus A(H1N1) with selectivity indices of 82, 45 and 65, correspondingly. Derivatives 9 (SI = 23) and 18 (SI = 25) containing a 1-methylpiperazine motif showed moderate antiviral activity. Structure-activity analysis of this new series of borneol derivatives revealed that a 1,7,7-trimethylbicyclo[2.2.1] heptan scaffold is required for the antiviral activity.

Sokolova A.S. , Yarovaya O.I. , Semenova M.D. , Shtro A.A. , Orshanskaya I.R. , Zarubaev V.V. , Salakhutdinov N.F.
Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus

MedChemComm. 2017. V.8. N5. P.960-963. DOI: 10.1039/c6md00657d WOS Scopus РИНЦ

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