Study On Chemical Constituents And Antitumor Activity Of Alpinia Officinarum

The rhizomes of Alpinia officinarum Hance(Zingiberaceae) is known as one of the top ten south medicine in China. In 2006, A. officinarum, cultivated in Guangdong xuwen, was identified as "national geographical indication products". It has been used as an important traditional medicine to treat many diseases such as indigestion, gastralgia, vomit, enterozoa etc. A. officinarum was widely used because it have various biological activities including antiulcer, antiemetic, antibacterial, and antitumor.In our current research interest to discover new compounds from medicinal and edible plants, this plant was selected for a systematic phytochemical investigation. As a result, three new(1~3) and 25 known(4~28) compounds were isolated and identified. They were identified as officinaruminanes C~E(1~3), trans,trans-1,7-diphenylhepta-4,6-dien-3-one(4), 7-(4″-hydroxy-3″-methoxyphenyl)-1-phenylhept-4-en-3-one(5), 5-hydroxy-7-(4’’-hydroxy-3’’-methoxyphenyl)-1-phenyl-3-heptanone(6), dihydroyashabushiketol(7), 1,7-diphenylhept-4-en-3-one(8), 1,7-bis(4-hydroxyphenyl) heptane-3,5-diol(9), hexahydrocurcumi(10), oxyphyllacinol(11), 3,5-heptanediol,1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)(12), 5-hydroxy-3-platyphyllone(13), 5-[4-hydroxy-6-(4-hydroxyphenethyl)tetrahydro-2H-pyran-2-yl]-3-methoxybenzene-1,2-diol(14), alpinoid B(15), pinocembrin(16), galangin(17), 3-methoxy-galangin(18),(E)-labda-8(17),12-dien-15,16-olide(19), turraeanin G(20), 10-O-β-D-glucopyranosyl-hydroxy cineole(21), zingerone(22), trans-ferulic acid methyl ester(23),(2E)-2-propenoic acid,3-(4-hydroxy-3-methoxyphenyl)-decosyl ester(24), vanillin(25), vanillyl alcohol(26), 4-hydroxybenzyl alcohol(27), β-sitosterol(28). Compounds 1-3 were identified as new compounds. Compounds 12 ~ 14, 19 ~ 24, snd 27 were reported firstly from the genus of Alpinia. Compounds 4, 9, 11 and 25 were isolated firstly from the rhizomes of A. officinarum Hance.All identified constituents were tested for cytotoxic effect against H1299 tumor cells. Compounds 4, 5 and 8 showed significant cytotoxic activity with IC50 values of 2.5~5.0 μM. While 1, 17, and 20 exhibited moderate activities with IC50 values around 15~20 μM, 15~20 μM and 10~15 μM.