Anti-cancer Activity of Flavonoids from Aceriphyllum rossii

돌단풍(Aceriphyllum rossii)에서 분리한 플라보노이드의 항암활성

The methanol extract from the aerial parts of Aceriphyllum rossii was fractionated into ethyl acetate, n-BuOH and $H_2O$ layers through solvent fractionation. Repeated silica gel column chromatography of EtOAc and n-BuOH layers afforded five flavonol glycosides. They were identified as astragalin (1), kaempferol 3-O-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$6)-${\beta}$-D-glucopyranoside (2), rutin (3), kaempferol 3-O-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$4)-${\alpha}$-L-rhamnopyranosyl 1${\rightarrow}$6)-${\beta}$-D-glucopyranoside (4), and quercetin 3-O-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$4)-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$6)-${\beta}$-D-glucopyranoside (5) on the basis of spectroscopic data. All of them showed an inhibition in farnesyl protein tranferase (FPTase) activity, and rutin (3) inhibited the growth of rat H-ras cell and the cell migration of human umbilical vein endothelial cells (HUVECs).

돌단풍 지상부를 80% MeOH로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 $H_2O$로 용매 분획하였다. 이 중 EtOAc 및 n-BuOH 분획으로부터 silica gel chromatography를 반복하여 5개의 화합물을 분리하였다. 각 화합물의 화학구조는 NMR, MS 및 IR 등의 스펙트럼 데이터를 해석하여, astragalin (1), kaempferol 3-O-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$6)-${\beta}$-D-glucopyranoside (2), rutin(3), kaempferol 3-O-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$4)-${\alpha}$-Lrhamnopyranosyl(1${\rightarrow}$6)-${\beta}$-D-glucopyranoside(4), quercetin 3-O-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$4)-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$6)-${\beta}$-Dglucopyranoside(5)로 동정하였다. 이들 화합물은 FPTase 활성을 억제하였으며, 특히 화합물 3(rutin)은 rat H-ras 세포주의 생장과 bFGF로 유도시킨 HUVECs의 cell migration을 억제하는 것으로 나타났다.