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ARS Home » Midwest Area » Peoria, Illinois » National Center for Agricultural Utilization Research » Mycotoxin Prevention and Applied Microbiology Research » Research » Publications at this Location » Publication #311769
Title: QSAR and density functional approaches to evaluate trichothecene toxicity and detection

Author
item Appell, Michael
item BOSMA, WAYNE - Bradley University

Submitted to: Meeting Abstract
Publication Type: Abstract Only
Publication Acceptance Date: 3/26/2015
Publication Date: 3/26/2016
Citation: Appell, M.D., Bosma, W.B. 2016. QSAR and density functional approaches to evaluate trichothecene toxicity and detection [abstract].

Interpretive Summary:

Technical Abstract: Occasionally, agricultural commodities are contaminated with molds capable of producing structurally related trichothecene metabolites at levels associated with food safety risks. A comprehensive study on 34 trichothecene mycotoxins and biosynthetic precursors was conducted using density functional theory and Quantitative Structure-Activity Relationships (QSAR) to develop economical tools to evaluate toxicity and false-positive detection results. Distinct differences between Type A and B trichothecenes are observed in frontier orbital properties obtained at the B3LYP/6-311+G(d,p) level with Type B trichothecenes possessing significantly larger electrophilicity index compared to type A trichothecenes. B3LYP/6-31G(d,p) density functional molecular dynamics simulations on deoxynivalenol, nivalenol, and T-2 toxin using the COSMO implicit water solvent suggest intramolecular interactions remain significant in water. QSAR models were developed using 1- and 2-dimensional descriptors to describe cytotoxicity, phytotoxicity, and detection cross-reactivity. Important descriptors of toxicity and immunochemical detection models include spatial autocorrelation indices (Moran and Geary) and Burden matrices.