Betulin and ursolic acid synthetic derivatives as inhibitors of Papilloma virusстатья
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Дата последнего поиска статьи во внешних источниках: 26 апреля 2016 г.
Аннотация:The synthesis of new betulin and ursolic acid derivatives and evaluation of their antiviral activity in vitro
is reported. Betulin was modified at positions C-3, C-20 and C-28 to afford the derivatives with nicotinoyl-,
methoxycynnamoyl-, alkyne and aminopropoxy-2-cyanoethyl-moieties. The two stage conversion
of betulin to the new ursane-type triterpenoid by treatment of allobetulin with Ac2O–HClO4 is suggested.
Cyanoethylation of ursonic acid oxime led to cyanoethyloximinoderivative. According to the results of
antiviral screening against human papillomavirus type 11 the selectivity index for tested triterpenoids
has a range from 10 to 35 with no cellular cytotoxicite, the most remarkable activity was found for
3b,28-di-O-nicotinoylbetulin. 3b,28-Dihydroxy-29-norlup-20(30)-yne was also active against HCV replicon
(EC50 1.32; EC90 16.82; IC50 12.41; IC90 >20; SI50 9.4; SI90 >1.19). 28-O-Methoxycynnamoylbetulin was
active against influenza type A virus (H1N1) (EC50 2; IC50 >200; SI >100).