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21.08.2018 | Original Paper | Ausgabe 1/2019

Journal of Natural Medicines 1/2019

Oenothein B, dimeric hydrolysable tannin inhibiting HCV invasion from Oenothera erythrosepala

Journal of Natural Medicines > Ausgabe 1/2019
Satoru Tamura, Gang-Ming Yang, Teruaki Koitabashi, Yoshiharu Matsuura, Yasumasa Komoda, Tomikazu Kawano, Nobutoshi Murakami
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Electronic supplementary material

The online version of this article (https://​doi.​org/​10.​1007/​s11418-018-1239-1) contains supplementary material, which is available to authorized users.


The envelope proteins of the hepatitis C virus (HCV), E1 and E2, have been revealed to be essential for invasion of HCV. Thus, we were engaged in the search for the inhibitors against HCV invasion through the assay system using the model virus expressing recombinant HCV envelopes, E1 and E2. Now, we disclosed dimeric hydrolysable tannin oenothein B (1) from MeOH extract of Oenothera erythrosepala as an active principle for inhibition of HCV invasion and its potency was almost the same as that of monomeric hydrolysable tannin, tellimagrandin I (2). Furthermore, by use of stereoselectively prepared 1-β- and 1-α-O-methyl tellimagrandin Is (4 and 5), the introduction of methyl moiety into 1-hydroxy group of 2 was clarified to result in slightly reduction of activity and β-isomer was revealed to exhibit a little stronger activity than α-one.

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