Synthesis of ganoderma lanostane terpenoids with delta-7, 9(11)-diene cores

ORGN 773

Erin M. Kennedy, ermkenne@iupui.edu1, Steven J. P'Pool2, Daniel Sliva, dsliva@clarian.org3, and Robert E. Minto, rminto@iupui.edu1. (1) Department of Chemistry and Chemical Biology, Indiana University Purdue University Indianapolis, 402 N. Blackford St., Indianapolis, IN 46202, (2) Methodist Research Institute, Cancer Research Laboratory, 1800 N. Capitol Ave. E504, Indianapolis, IN 46202, (3) Cancer Research Laboratory, Methodist Research Institute, 1800 North Capitol Ave., E504, Indianapolis, IN 46202
Ethnopharmacological studies of fungal steroids have suggested that fungal triterpene extracts possess antiandrogenic, anti-inflammatory and anti-cancer properties, and a myriad of other attributes, of value in the fight against disease. A widely investigated species is Ganoderma lucidum (Reishi), which contains a large subset of triterpenes that have an unusual delta-7, 9 (11)-diene core. To investigate the biological activities of pure components of the fungal extracts, we, have developed an economical approach to this core. We will describe the preparation of the unsaturated core and our preliminary studies toward the synthesis of the biologically active Ganoderma triterpenes.


Heterocycles and Aromatics, Asymmetric Reactions and Syntheses and Total Synthesis of Complex Molecules
7:00 PM-9:00 PM, Wednesday, August 19, 2009 Walter E. Washington Convention Center -- Ballroom C, Poster

8:00 PM-10:00 PM, Monday, August 17, 2009 Walter E. Washington Convention Center -- Hall D, Sci-Mix

Division of Organic Chemistry

The 238th ACS National Meeting, Washington, DC, August 16-20, 2009