Discovery of a New Class of Inhibitors of Vaccinia Virus Based on (−)-Borneol from Abies sibirica and (+)-Camphor. / Sokolova, Anastasiya S.; Yarovaya, Olga I.; Bormotov, Nikolay I. et al.
In: Chemistry and Biodiversity, Vol. 15, No. 9, e1800153, 01.09.2018.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Discovery of a New Class of Inhibitors of Vaccinia Virus Based on (−)-Borneol from Abies sibirica and (+)-Camphor
AU - Sokolova, Anastasiya S.
AU - Yarovaya, Olga I.
AU - Bormotov, Nikolay I.
AU - Shishkina, Larisa N.
AU - Salakhutdinov, Nariman F.
PY - 2018/9/1
Y1 - 2018/9/1
N2 - A series of the bornyl ester/amide derivatives with N-containing heterocycles were designed and synthesized as vaccinia virus (VV) inhibitors. Bioassay results showed that among the designed compounds, derivatives 6, 13, 14, 34, 36 and 37 showed the best inhibitory activity against VV with the IC50 values of 12.9, 17.9, 3.4, 2.5, 12.5 and 7.5 μm, respectively, and good cytotoxicity. The primary structure–activity relationship (SAR) study suggested that the combination of a saturated N-heterocycle, such as morpholine or 4-methylpiperidine, and a 1,7,7-trimethylbicyclo[2.2.1]heptane scaffold was favorable for antiviral activity.
AB - A series of the bornyl ester/amide derivatives with N-containing heterocycles were designed and synthesized as vaccinia virus (VV) inhibitors. Bioassay results showed that among the designed compounds, derivatives 6, 13, 14, 34, 36 and 37 showed the best inhibitory activity against VV with the IC50 values of 12.9, 17.9, 3.4, 2.5, 12.5 and 7.5 μm, respectively, and good cytotoxicity. The primary structure–activity relationship (SAR) study suggested that the combination of a saturated N-heterocycle, such as morpholine or 4-methylpiperidine, and a 1,7,7-trimethylbicyclo[2.2.1]heptane scaffold was favorable for antiviral activity.
KW - antiviral activities
KW - borneol
KW - monoterpenoids
KW - N-heterocycles
KW - orthopoxviruses
KW - TECOVIRIMAT
KW - EFFICACY
KW - BORNEOL DERIVATIVES
KW - SMALLPOX
KW - ORTHOPOXVIRUS INFECTIONS
UR - http://www.scopus.com/inward/record.url?scp=85052525434&partnerID=8YFLogxK
U2 - 10.1002/cbdv.201800153
DO - 10.1002/cbdv.201800153
M3 - Article
AN - SCOPUS:85052525434
VL - 15
JO - Chemistry and Biodiversity
JF - Chemistry and Biodiversity
SN - 1612-1872
IS - 9
M1 - e1800153
ER -
ID: 16242555