Three new prenylated flavonoids from Macaranga denticulata and their anticancer effects

One rare flavonoid–diterpene heterodimer, denticulatain C (1), one modified geranyl-type side chain substituted flavonoid, denticulatain D (2) and one geranylated flavonoid, denticulatain E (3), as well as 11 known compounds (4–14) were isolated from the fronds of Macaranga denticulata. Their structures were elucidated on the basis of extensive spectroscopic interpretation. Compounds 4 and 8 inhibited the proliferation of A-549 cell line with IC50 values of 48.6 and 20.2 μg/mL, respectively. Compounds 3, 6, and 8 exhibited significant antiangiogenic activity on a zebrafish model with IC50 values of 9.78, 0.34, and 2.55 μg/mL, respectively.

Graphical abstractOne rare flavonoid–diterpene heterodimer, two geranylated flavonoids, together with 11 known compounds were isolated from the Macaranga denticulata. Some compounds exhibited significant antiangiogenic activity with IC50 values in the range 0.34–9.78 μg/mL.Figure optionsDownload full-size imageDownload high-quality image (352 K)Download as PowerPoint slide