RESUMEN
Objective: To study the chemical constituents of Alpinia oxyphylla. Methods: The ethyl acetate fraction of 95% ethanol extract from A. oxphylla was isolated and purified by silica, MCI, Sephadex LH-20 and semi-preparative HPLC, then the structures of obtained compounds were identified by physicochemical properties and spectral data. Results: Sixteen compounds were isolated and their chemical structures were identified as phthalic acid-bis (2’-ethyl heptanyl) easter (1), (E)-1-(4’-hydroxy-3’-methoxyphenyl)-7- (4″-hydroxy-phenyl)-hept-4-en-3-one (2), 5-hydroxy-7-(4″-hydroxy-3″-methoxyphenyl)-1-phenyl-3-heptanone (3), 1β,4β,7β- trihydroxyeudesmane (4), bullatantriol (5), 1,5-epoxy-3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-7-(4-hydroxy-3-methoxy- phenyl) heptanes (6), 1-tetratriacontanol (7), dihydrogingerenone B (8), tectochrysin (9), chrysin (10), oxyphyllenone B (11), (1R,4R,10R)-1β,4α-dihydroxy-11,12,13-trinor-5,6-eudesmen-7-one (12), daucosterol (13), 1-(4’-hydroxyphenyl)-7-(3″-methoxy- 4″-hydroxyphenyl)-4-ene-3-heptanone (14), yakuchinone A (15) and 5-dehydroxy-hexahydro-demethoxycurcumin B (16). Conclusion: A total of 16 compounds were isolated and identified. The compounds 1-2, 4-8 are isolated from the genus for the first time, and compounds 3 were isolated from the plant for the first time.
RESUMEN
@#This study investigated the anti-angiogenic activities of two diarylheptanoids, together with a structure analogue, curcumin. The activity and toxicity of these three compounds were compared using transgenic zebrafish as in vivo model and human umbilical vein endothelial cell(HUVEC)as in vitro model. Anti-angiogenic index(AI)was used as the ratio between LC50 and EC50. The results suggested that in both in vitro and in vivo assay, curcumin exerted the most potent anti-angiogenic effect but with lowest toxicity among these compounds; Yakuchinone A was the second potent; Yakuchinone B has the lowest activity but with the highest toxicity in all three compounds. Taken together, curcumin was the best angiogenic inhibitor in these three diarylheptanoids.