{Reference Type}: Journal Article
{Title}: Antiviral C-geranylated flavonoids from Artocarpus communis.
{Author}: Huang RL;Tang W;Wang C;Yan C;Hu Y;Yang HX;Xiang HY;Huang XJ;Hu LJ;Ye WC;Song JG;Wang Y;
{Journal}: Phytochemistry
{Volume}: 225
{Issue}: 0
{Year}: 2024 May 28
{Factor}: 4.004
{DOI}: 10.1016/j.phytochem.2024.114165
{Abstract}: Ten C-geranylated flavonoids, along with three known analogues, were isolated from the leaves of Artocarpus communis. The chemical structures of these compounds were unambiguously determined via comprehensive spectroscopic analysis, single-crystal X-ray diffraction experiments, and quantum chemical electronic circular dichroism calculations. Structurally, artocarones A-I (1-9) represent a group of unusual, highly modified C-geranylated flavonoids, in which the geranyl chain is cyclised with the ortho-hydroxy group of flavonoids to form various heterocyclic scaffolds. Notably, artocarones E and G-I (5 and 7-9) feature a 6H-benzo[c]chromene core that is hitherto undescribed in C-geranylated flavonoids. Artocarone J (10) is the first example of C-9-C-16 connected C-geranylated aurone. Meanwhile, the plausible biosynthetic pathways for these rare C-geranylated flavonoids were also proposed. Notably, compounds 1, 2, 4, 8, 11, and 12 exhibited promising in vitro inhibitory activities against respiratory syncytial virus and herpes simplex virus type 1.