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Conformational flexibility of antifungal atropisomeric strobilurin analogues: a quantum mechanical investigation
Journal article

Conformational flexibility of antifungal atropisomeric strobilurin analogues: a quantum mechanical investigation

Ya-Jun Zheng and Daniel A. Kleier
Journal of molecular structure. Theochem, v 719(1), pp 69-74
2005

Abstract

bc1 complex Fungicide Inhibitor Molecular modeling
Quantum mechanical calculations were performed on novel N-phenyl-triazolone inhibitors of the mitochondrial bc1 complex. Both conformational flexibility and rotational barrier were examined. For all of the triazolones investigated, there is generally a large inter-ring torsion angle. The rotational barrier varies considerably among these analogues. For example, when a 6-methyl group is substituted on the phenyl ring at a position ortho to the triazolone, the calculated barrier is large enough to allow atropisomers to be stable even at room temperature. The calculated results are in agreement with experimental studies.

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Chemistry, Physical
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