Resveratrol oligomer C-glucosides and anti-viral resveratrol tetramers isolated from the stem bark of Shorea uliginosa

Publication date: December 2018Source: Phytochemistry Letters, Volume 28Author(s): Tetsuro Ito, Kyoko Hayashi, Masataka Nishiguchi, Toshimitsu Hayashi, Munekazu IinumaAbstractA new resveratrol dimer C-glucoside [uliginosides D (1)] was isolated from the stem bark of Shorea uliginosa, along with 21 resveratrol derivatives (2–22). Eight of these compounds (1, 3–9) comprised the building block, 4-C-glucosylresveratrol (10). The absolute configurations of six compounds (1 and 3–7) were determined using NMR and circular dichroism. The antiviral effects of the main oligostilbenoid compounds in this plant and representative oligostilbenoids from other Dipterocarpaceaeous plants were evaluated. Five resveratrol derivatives (13, 15, 17, and vaticanols B and G) were found to inhibit the replication of the herpes simplex virus types 1 and 2 with selectivity indices (SIs) ranging from 31 to 290. Two resveratrol tetramers (13 and 15) also showed an inhibitory effect on influenza A virus replication with SIs ranging from 21 to 66.Graphical abstract
Source: Phytochemistry Letters - Category: Chemistry Source Type: research