Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process
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N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry
of Siberian Branch of Russian Academy of Sciences

The article with the participation of NIOCh's researchers is published in the journal European Journal of Medicinal Chemistry   (IF=5.572


Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process

Anastasiya S. Sokolova, Olga I.Yarovaya, Anastasiya V. Zybkina, Ekaterina D. Mordvinova, Nadezhda S. Shcherbakova, Anna V. Zaykovskaya, Dmitriy S. Baev, Tatyana G.Tolstikova, Dmitriy N. Shcherbakov, Oleg V .Pyankov, Rinat A. Maksyutov, Nariman F. Salakhutdinov


European Journal of Medicinal Chemistry

Available online 20 August 2020,
Volume 207, 1 December 2020, 112726


 https://doi.org/10.1016/j.ejmech.2020.112726

 images/hot_articles/2020_08_EJMCh.jpg

Abstract

In this study, we screened a large library of (+)-camphor and (−)-borneol derivatives to assess their filovirus entry inhibition activities using pseudotype systems. Structure-activity relationship studies revealed several compounds exhibiting submicromolar IC50 values. These compounds were evaluated for their effect against natural Ebola virus (EBOV) and Marburg virus. Compound 3b (As-358) exhibited the good antiviral potency (IC50 = 3.7 μM, SI = 118) against Marburg virus, while the hydrochloride salt of this compound 3b·HCl had a strong inhibitory effect against Ebola virus (IC50 = 9.1 μM, SI = 31) and good in vivo safety (LD50 > 1000 mg/kg). The results of molecular docking and in vitro mutagenesis analyses suggest that the synthesized compounds bind to the active binding site of EBOV glycoprotein similar to the known inhibitor toremifene.

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