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

J Inorg Biochem. 2014 Mar:132:52-8. doi: 10.1016/j.jinorgbio.2013.12.004. Epub 2013 Dec 21.

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.

Keywords: Antiosteoporotic agents; Curcumin; Lanthanides; Rare earths; Toxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Survival
  • Cells, Cultured
  • Chemistry Techniques, Analytical
  • Chromatography, Thin Layer
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / chemistry
  • Coordination Complexes / pharmacology
  • Curcumin / chemistry
  • Curcumin / isolation & purification*
  • Curcumin / pharmacology
  • Humans
  • Metals, Rare Earth / chemistry*
  • Metals, Rare Earth / pharmacology
  • Models, Molecular
  • Osteoblasts / drug effects
  • Osteoporosis / drug therapy*
  • Rats

Substances

  • Coordination Complexes
  • Metals, Rare Earth
  • Curcumin