Submitted to: American Chemical Society Abstracts
Publication Type: Abstract Only
Publication Acceptance Date: March 25, 2007
Publication Date: March 25, 2007
Citation: Appell, M.D., Mc Cormick, S.P., Desjardins, A.E. 2007. Ab Initio study of acetylated derivatives of deoxynivalenol and nivalenol [abstract]. American Chemical Society. Available: http://www.acs.org Paper #AGFD #95. Technical Abstract: Mycotoxin contamination of agricultural commodities not only negatively impacts the agricultural industry, but poses health risks to humans and animals. Deoxynivalenol (vomitoxin) and nivalenol are two frequently occurring trichothecene contaminants, a class of sesquiterpene mycotoxins. Biological activities of naturally occurring acetylated derivatives of deoxynivalenol and nivalenol depend on the extent and site of acetylation. To gain insight into the role of structure in these complicated structure-activity relationships, a conformational analysis has been carried out on structures of C-3 and C-15 acetylated derivatives of deoxynivalenol and nivalenol. The structures and energies were optimized using ab initio MP2 methods and the B3LYP density functional at the 6-31+G* level. An analytical hessian program calculated the harmonic vibration frequencies, zero point energy, enthalpy, and entropy. Results from the structural analysis will be compared with reported activities of these mycotoxins.