tetano
Editor, Senior Moderator
Nat Prod Commun. 2015 Sep;10(9):1565-8.
[h=1]Synthesis and Antiviral Activity of Quercetin Brominated Derivatives.[/h] Karimova E, Baltina L, Spirikhin L, Gabbasov T, Orshanskaya Y, Zarubaev V.
[h=3]Abstract[/h] Reaction of quercetin (QR) (1) with bromine under various conditions was studied. Interaction of QR with 2-3 equiv. of bromine in glacial acetic acid at 35-40?C for 2-4 h and 20-22?C for 24 h led to the formation of QR 6,8-dibromide (2) (52-54% yields, 96-98% purity by HPLC). Interaction of QR with 2-5 equiv. bromine in absolute ethanol at 0-5?C and 20-22?C for 24 h led to the formation of 3-O-ethyl-QR-2,3,6,8,5'-pentabromide (3) (95-97% purity by HPLC) the output of which depends on the quantity of bromine. It was shown in MDCK cell culture that compound 2 exhibits a moderate inhibitory activity against pandemic influenza virus A/H1N1/pdm09 (EC50 6.0 ?g/mL, CTD50 97.7 ?g/mL, SI 16). Compound 3 was inactive.
PMID: 26594760 [PubMed - in process]
[h=1]Synthesis and Antiviral Activity of Quercetin Brominated Derivatives.[/h] Karimova E, Baltina L, Spirikhin L, Gabbasov T, Orshanskaya Y, Zarubaev V.
[h=3]Abstract[/h] Reaction of quercetin (QR) (1) with bromine under various conditions was studied. Interaction of QR with 2-3 equiv. of bromine in glacial acetic acid at 35-40?C for 2-4 h and 20-22?C for 24 h led to the formation of QR 6,8-dibromide (2) (52-54% yields, 96-98% purity by HPLC). Interaction of QR with 2-5 equiv. bromine in absolute ethanol at 0-5?C and 20-22?C for 24 h led to the formation of 3-O-ethyl-QR-2,3,6,8,5'-pentabromide (3) (95-97% purity by HPLC) the output of which depends on the quantity of bromine. It was shown in MDCK cell culture that compound 2 exhibits a moderate inhibitory activity against pandemic influenza virus A/H1N1/pdm09 (EC50 6.0 ?g/mL, CTD50 97.7 ?g/mL, SI 16). Compound 3 was inactive.
PMID: 26594760 [PubMed - in process]