Isolation And Identification Of The Anticancer Active Constituents Of Sargentodoxa Cuneata, A Chinese Herb

Sargentodoxa cuneata, a Chinese traditional herb belonging to the family Sargentodoxaceae distributes widely in China. Its stems are employed in China as a folk medicine to heumatism, inflammation, and so on. Even though there are several kinds of active compounds isolated from Sargentodoxa cuneata, The research which is about anticancer activity constituents has never been reported . Thus, the studies on the anticancer activity constituents of Sargentodoxa cuneata are undertaken in the present thesis by the bioassay of detecting the cell cycle inhibitory, apoptosis-inducing and cytotoxic activities on tsFT210 cells.Bioassy results indicated that EtOAc extract and n-BuOH extract showed the strong bioactivities in inhibiting the cell progression at the G₂/M phase, and cytotoxic activities on tsFT210 cells.In terms of a preliminary examination, the dried stem of Sargentodoxa cuneata was extracted with ethanol to yield crude extracts, the ethanol extract was further separated as EtOAc extract and n-BuOH extract. By bioactivity-guided fractionation six compounds(l, 2, 9, 10, 13) were isolated from EtOAc extract by repeated colum chromatography on silica gel, sephadex LH-20 and RP-18, followed by reverse-phase high performance liquid chromatography and recrystallization. At the same time, seven compounds(3, 4, 7, 8,11,12) were obtained from n-BuOH extract by combinative use of chromatography on silica gel, sephadex LH-20 , MCI, HP-20 and HPLC. The structures of eleven compounds were elucidated mainly by use of spectroscopic memods(UV, IR, MS, 1D-NMR and 2D-NMR) and according to their physicochemical properties: chlorogenic acid(l), 7-(4-hydroxy-3-methoxyphenyl)-N-[7 ' -(4 ' -hydroxyphenyl)ethyl]-E-8-propenamide(2) , ( + ) -3 α -O-( β -D-Glucopyranosyl)-lyoniresinol (3), 3 α -O-( β-D-Glucopyranosyl)-lyoniresinol (4) ,3,5-O-dimethyl gallic acid(5), (-)-epicatechin(6), procyanidin B-2[epicatechin-(4β-8) -epicatechin (7), 3,4-dihydroxy-benzoic acid (9) , p-hydroxyphenethyl alcohol(l), p-hydroxyphenethyl- β -D-glucopyranoside(ll), 3,4-dihydroxyphenethyl- β -D-glucopyranoside(12).Moreover,the possible structure of 8 was deduced also according to its physicochemical properties and sprctral data, and the structure of 13 is being identified now.Bioassay results indicated that compounds 4 and 8 showed a strong bioactivity in inhibiting the cell cycle progression at the G₂/M phase of tsFT210 cells;Compounds 1 and 2 possessed activity in inhibiting the cell cycle progression at the G₀/G₁ phase; Compound 13 had activity in inhibiting the cell cycle progression at the G₂/M phase.In summary, thirty compounds(l¹3) were obtained from Sargentodoxa cuneata , ten of compounds(l⁸, 10, 12) were isolated for the first time from the genus; Five active compounds(l, 2, 4, 8, 13) were obtained, and anticancer activity of compound 4 was first reported.