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Depsides: Lichen Metabolites Active against Hepatitis C Virus.

Abstract : A thorough phytochemical study of Stereocaulon evolutum was conducted, for the isolation of structurally related atranorin derivatives. Indeed, pilot experiments suggested that atra-norin (1), the main metabolite of this lichen, would interfere with the lifecycle of hepatitis C virus (HCV). Eight compounds, including one reported for the first time (2), were isolated and characterized. Two analogs (5, 6) were also synthesized, to enlarge the panel of atra-norin-related structures. Most of these compounds were active against HCV, with a half-maximal inhibitory concentration of about 10 to 70 µM, with depsides more potent than monoaromatic phenols. The most effective inhibitors (1, 5 and 6) were then added at different steps of the HCV lifecycle. Interestingly, atranorin (1), bearing an aldehyde function at C-3, inhibited only viral entry, whereas the synthetic compounds 5 and 6, bearing a hydroxy-methyl and a methyl function, respectively, at C-3 interfered with viral replication.
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Submitted on : Monday, March 23, 2015 - 2:23:28 PM
Last modification on : Thursday, March 5, 2020 - 2:04:41 PM

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Thi Huyen Vu, Anne-Cécile Le Lamer, Claudia Lalli, Joël Boustie, Michel Samson, et al.. Depsides: Lichen Metabolites Active against Hepatitis C Virus.. PLoS ONE, Public Library of Science, 2015, 10 (3), pp.e0120405. ⟨10.1371/journal.pone.0120405⟩. ⟨hal-01134343⟩

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