Mutagenicity of N-acyloxy-N-alkoxyamides – QSAR determination of factors controlling activity

Author(s)
Glover, Stephen A
Publication Date
2023-01-19
Abstract
<p>This account describes the origins of our extensive investigations into the mutagenicity of N-acyloxy-N-alkoxyamides. Since their discovery as biologically active anomeric amides that mutate DNA in the Ames reverse mutation assay without the need for metabolic activation, we have used activities in the Ames test to understand the impact of structural variation on cellular access to, binding to and reactivity with DNA. We have developed an understanding of the roles played by hydrophobicity, electrophilic reactivity, steric effects and, importantly, intercalation on mutagenicity levels and therefore interactions with DNA. The evolution and application of meaningful quantitative structure–activity relationships is described, and examples of their utility in explaining molecule–DNA interactions are given. Their ability to explain previous mutagenicity data and, importantly, to predict meaningful mutagenic behaviour is also demonstrated.</p>
Citation
Australian Journal of Chemistry, 76(1), p. 1-24
ISSN
1445-0038
0004-9425
Link
Publisher
CSIRO Publishing
Rights
Attribution-NonCommercial-NoDerivatives 4.0 International
Title
Mutagenicity of N-acyloxy-N-alkoxyamides – QSAR determination of factors controlling activity
Type of document
Journal Article
Entity Type
Publication

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