Synthesis of Littorachalcone

ORGN 462

Ganesh L Kumar, lganeshk@iastate.edu and George A. Kraus. Department of chemistry, Iowa state university, 1605, Gilman hall, Osborn drive, Ames, IA 50014
Littorachalcone, a biologically active polyphenol, was found to be useful in the treatment of various neurological disorders including Parkinson's and Alzheimer's disease. A direct and convergent synthesis of littorachalcone will be presented. A bis-aldol reaction was used as a key step involving 2,4-dimethoxyacetophenone and suitably functionalized 4,4'-oxybisbenzaldehyde. Reduction of resulting bis-enone by NiCl2-NaBH4 followed by removal of protecting groups furnished the target molecule in an efficient manner. Some analogues of Littorachalcone were also synthesized. Their biological activitiy was also tested.
 

Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- Rm. R05, Oral

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008