Anti HSV-1 flavonoid derivatives tethered with houttuynin from Houttuynia cordata.
2013
This paper reports the phytochemical investigation of the 50 % aq. EtOH
extract of Houttuynia cordata, an effective TCM and functional food
in China, which led to the isolation of 17 flavonoids including four new
ones. The four new compounds were flavonoid derivatives tethered with
houttuynin (3-oxododecanal). Each of the new compounds was obtained as a
pair of inseparable diasteriomeric epimers due to the chiral carbon of
hemiketal at C-3″. This phenomenon is rooted in the ring-chain tautomerism
of the hemiketal functional group in solution, which was proved by dynamic
NMR experiments. The new compounds 1 – 4 displayed inhibitory
activities against herpes simplex virus 1, with respective IC 50 values of 38.46, 14.10, 62.00 and 70.76 µM, which was associated with the
medicinal functions of H. cordata .
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