Quantum chemical treatment of nivalenol and its tautomers

Assessment of the electronic structure and properties of trichothecene toxins using density functional theory

“…Type B trichothecenes possess a carbonyl in the R5 position and include compounds 1-10, and 29. This study also includes the type A trichothecene T-2 toxin and related compounds (11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27)(28). T-2 toxin is associated with a variety of harmful effects, including alimentary toxic aleukia, and is a possible war agent [1].…”

“…Density functional studies have provided important information on toxin structures [10][11][12][13][14][15]; however, these methods have only been applied to a few trichothecene toxins. DFT studies at the B3LYP/6-31G(d,p) level of theory on the tautomers of deoxynivalenol and nivalenol gave additional structural insight into tautomer preferences and the interpretation of experimental IR and physical data [16,17]. Hydrogen bonding schemes of deoxynivalenol were investigated at the B3LYP/6-31G(d) level and it was reported that the toxic effects are associated with the conjugated carbonyl and epoxide moieties [18].…”

Removal of patulin from aqueous solutions by propylthiol functionalized SBA-15

“…B3LYP density functional methods have provided insight into the structures patulin and related mycotoxins, and we applied this hybrid functional for the single molecule studies of patulin and proposed patulin-propylthiol adducts at the 6-31G(d,p) level [24][25][26]. Geometry optimization was performed in the gas phase using B3LYP/6-31G(d,p) level of theory on delocalized internal coordinates using the Eigenvector Following Algorithm with the convergence criteria set at 1 × 10 −6 Hartree and a gradient of less than 3 × 10 −4 a.u.…”