Catalytic Enantioselective Synthesis of Chromanones

Synthesis of Flavanones and Chromanones NU 2007-143 Inventors Margaret Biddle Raymond Bergan Karl Scheidt* Short Description Innovative method for synthesis of flavanone and chromanone compounds for drug discovery applications #smallmolecule #therapeutics #cancer #chemical #methods Abstract Northwestern University scientists have developed a novel chemical synthesis method for production of flavanones and chromanones. Both of these types of compounds are found in natural products and have been extensively studied for their anti-inflammatory and anti-cancer activitiesthat have been investigated as selective estrogen receptor modulators and TNF-? inhibitors. Unfortunately, there are few synthetic strategies that are available for generation of these compounds in high yield. The Scheidt group has invented a method to accomplish high yield synthesis of both flavanones and chromanones while using mild reaction conditions. Importantly, this novel approach also has high enantioselectivity so no additional steps are needed to separate reaction products. Thus, this novel synthetic method could enable generation of a wide variety of novel biologically active compounds and reinvigorate drug discovery efforts in the cancer and inflammatory disease fields. Applications o Synthesis of biologically active molecules o Drug discovery Advantages o Mild reaction conditions o High enantioselectivity and yield (up to 97%) Publications Biddle MM, Lin M, Scheidt KA (2007) Catalytic Enantioselective Synthesis of Flavanones and Chromanones, Journal of the American Chemistry Society, 129: 3830-3831. IP Status Issued US patent number 7, 851, 640. International patent application has been filed. Marketing Contact Allan Nader, PhD Invention Manager (e) [email protected] (p) 847.491.4456 Tags THERAPEUTICS: small molecule, THERAPEUTICS: cancer, CHEMICAL: methods