title: Improved separation of the curcuminoids, syntheses of their rare earth complexes, and studies of potential antiosteoporotic activity.
abstract: The first reported homogenous rare earth curcumin (HCurc; ((1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione)) complexes with the formula ML3, where M(3+) is Eu(III), Gd(III) or Lu(III), were synthesized and characterized by mass spectrometry, infrared spectroscopy and, in the case of the lutetium complex, (1)H 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 normal-phase column and phosphate-impregnated preparative-thin layer chromatographies. The toxicities of the metal curcumin complexes and ligands were investigated in MG-63 cells, an osteoblast-like cell line, for potential activity as antiosteoporotic agents.
authors.affiliation: Medicinal Inorganic Chemistry Group, Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.
authors.forename: Yasmin
authors.initials: Y
authors.lastname: Mawani
authors.affiliation: Medicinal Inorganic Chemistry Group, Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada. Electronic address: orvig@chem.ubc.ca.
authors.forename: Chris
authors.initials: C
authors.lastname: Orvig
mesh_terms: D000818:Animals; D002470:Cell Survival; D002478:Cells, Cultured; D002623:Chemistry Techniques, Analytical; D002855:Chromatography, Thin Layer; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D003474:Curcumin / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D008674:Metals, Rare Earth / Q000737:chemistry* / Q000494:pharmacology; D008958:Models, Molecular; D010006:Osteoblasts / Q000187:drug effects; D010024:Osteoporosis / Q000188:drug therapy*; D051381:Rats
chemical_list: D056831:Coordination Complexes; D008674:Metals, Rare Earth; D003474:Curcumin
keywords: Antiosteoporotic agents; Curcumin; Lanthanides; Rare earths; Toxicity