Improved separation of the curcuminoids, syntheses of their rare earth complexes, and studies of potential antiosteoporotic activity

摘要

The first reported homogenous rare earth curcumin (HCurc; ((1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl) hepta-1,6-diene-3,5-dione)) complexeswith the formula ML_3, where M~(3+) is Eu(III), Gd(III) or Lu(III), were synthesized and characterized bymass spectrometry, infrared spectroscopy and, in the case of the lutetiumcomplex, ~1H NMR spectroscopy. Most importantly an improved separation of the three curcuminoids, HCurc, HDMC ((1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione) and HBDMC ((1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione) was realized using a combination of normalphase column and phosphate-impregnated preparative-thin layer chromatographies. The toxicities of the metal curcumin complexes and ligandswere investigated inMG-63 cells, an osteoblast-like cell line, for potential activity as antiosteoporotic agents.