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

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Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process. / Sokolova, Anastasiya S.; Yarovaya, Olga I.; Zybkina, Anastasiya V. et al.

In: European Journal of Medicinal Chemistry, Vol. 207, 112726, 01.12.2020.

Research output: Contribution to journal › Article › peer-review

Harvard

Sokolova, AS, Yarovaya, OI, Zybkina, AV, Mordvinova, ED, Shcherbakova, NS, Zaykovskaya, AV, Baev, DS, Tolstikova, TG, Shcherbakov, DN, Pyankov, OV, Maksyutov, RA & Salakhutdinov, NF 2020, 'Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process', European Journal of Medicinal Chemistry, vol. 207, 112726. https://doi.org/10.1016/j.ejmech.2020.112726

APA

Sokolova, A. S., Yarovaya, O. I., Zybkina, A. V., Mordvinova, E. D., Shcherbakova, N. S., Zaykovskaya, A. V., Baev, D. S., Tolstikova, T. G., Shcherbakov, D. N., Pyankov, O. V., Maksyutov, R. A., & Salakhutdinov, N. F. (2020). Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process. European Journal of Medicinal Chemistry, 207, [112726]. https://doi.org/10.1016/j.ejmech.2020.112726

Vancouver

Sokolova AS, Yarovaya OI, Zybkina AV, Mordvinova ED, Shcherbakova NS, Zaykovskaya AV et al. Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process. European Journal of Medicinal Chemistry. 2020 Dec 1;207:112726. Epub 2020 Aug 20. doi: 10.1016/j.ejmech.2020.112726

Author

Sokolova, Anastasiya S. ; Yarovaya, Olga I. ; Zybkina, Anastasiya V. et al. / Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process. In: European Journal of Medicinal Chemistry. 2020 ; Vol. 207.

BibTeX

@article{365692c147a646b5b0e164bfa941bda4,

title = "Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process",

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.",

keywords = "Borneol, Camphor, Ebola virus, Glycoprotein, Marburg virus, Mutagenesis study, IN-VITRO, DRUG DISCOVERY, BORNEOL DERIVATIVES, IDENTIFICATION, EBOLA-VIRUS",

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

year = "2020",

month = dec,

day = "1",

doi = "10.1016/j.ejmech.2020.112726",

language = "English",

volume = "207",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson SAS",

}

RIS

TY - JOUR

T1 - Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process

AU - Sokolova, Anastasiya S.

AU - Yarovaya, Olga I.

AU - Zybkina, Anastasiya V.

AU - Mordvinova, Ekaterina D.

AU - Shcherbakova, Nadezhda S.

AU - Zaykovskaya, Anna V.

AU - Baev, Dmitriy S.

AU - Tolstikova, Tatyana G.

AU - Shcherbakov, Dmitriy N.

AU - Pyankov, Oleg V.

AU - Maksyutov, Rinat A.

AU - Salakhutdinov, Nariman F.

PY - 2020/12/1

Y1 - 2020/12/1

N2 - 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.

AB - 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.

KW - Borneol

KW - Camphor

KW - Ebola virus

KW - Glycoprotein

KW - Marburg virus

KW - Mutagenesis study

KW - IN-VITRO

KW - DRUG DISCOVERY

KW - BORNEOL DERIVATIVES

KW - IDENTIFICATION

KW - EBOLA-VIRUS

UR - http://www.scopus.com/inward/record.url?scp=85090247641&partnerID=8YFLogxK

U2 - 10.1016/j.ejmech.2020.112726

DO - 10.1016/j.ejmech.2020.112726

M3 - Article

C2 - 32905862

AN - SCOPUS:85090247641

VL - 207

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

M1 - 112726

ER -

ID: 25299356