Synthesis and antiviral activity of substituted quercetins

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dc.contributor.author Thapa, Mahendra
dc.contributor.author Kim, Yunjeong
dc.contributor.author Desper, John
dc.contributor.author Chang, Kyeong-Ok
dc.contributor.author Hua, Duy H.
dc.date.accessioned 2012-05-21T20:48:56Z
dc.date.available 2012-05-21T20:48:56Z
dc.date.issued 2012-05-21
dc.identifier.uri http://hdl.handle.net/2097/13846
dc.description.abstract Influenza viruses are important pathogens that cause respiratory infections in humans and animals. In addition to vaccination, antiviral drugs against influenza virus play a significant role in controlling viral infections by reducing disease progression and virus transmission. Plant derived polyphenols are associated with antioxidant activity, anti-carcinogenic, and cardio- and neuro-protective actions. Some polyphenols, such as resveratrol and epigallocatechin gallate (EGCG), showed significant anti-influenza activity in vitro and/or in vivo. Recently we showed that quercetin and isoquercetin (quercetin-3-b-D-glucoside), a glucoside form of quercetin, significantly reduced the replication of influenza viruses in vitro and in vivo (isoquercetin). The antiviral effects of isoquercetin were greater than that of quercetin with lower IC50 values and higher in vitro therapeutic index. Thus, we investigated the synthesis and antiviral activities of various quercetin derivatives with substitution of C3, C30 , and C5 hydroxyl functions with various phenolic ester, alkoxy, and aminoalkoxy moieties. Among newly synthesized compounds, quercetin- 3-gallate which is structurally related to EGCG showed comparable antiviral activity against influenza virus (porcine H1N1 strain) to that of EGCG with improved in vitro therapeutic index. en_US
dc.relation.uri http://www.sciencedirect.com/science/article/pii/S0960894X11015265 en_US
dc.subject Antiviral activity en_US
dc.subject Influenza virus en_US
dc.subject Porcine H1N1 strain en_US
dc.subject Quercetin-3-gallate en_US
dc.subject Substituted quercetins en_US
dc.title Synthesis and antiviral activity of substituted quercetins en_US
dc.type Article (author version) en_US
dc.date.published 2012 en_US
dc.citation.doi doi:10.1016/j.bmcl.2011.10.119 en_US
dc.citation.epage 356 en_US
dc.citation.issue 1 en_US
dc.citation.jtitle Bioorganic & Medicinal Chemistry Letters en_US
dc.citation.spage 353 en_US
dc.citation.volume 22 en_US
dc.contributor.authoreid duy en_US
dc.contributor.authoreid mahendra en_US
dc.contributor.authoreid ykim en_US
dc.contributor.authoreid desperj en_US
dc.contributor.authoreid kchang en_US


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