Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 19, Issue 11, Pages 1507-1516Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.oprd.5b00150
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Despite a recent publication describing botonic acids as a novel class of bacterial mutagen, process and analytical chemists may not he aware of the potential, worker exposure hazards, or of the need to assess boron compounds a potential genotoxic impurities (GTIs) per ICH M7. This publication provides new Ames data for 44 commercially available boronic acids, boronic acid derivatives, and boron-containing reagents. Trends in the Ames data are discussed from a structure activity perspective. Common reagents such as bis(pinacolato)diboron and bis-boronic acid were shown to be mutagenic in the Ames assay. Currently available in silico computational models were found to provide little value in predicting the outcome of the Ames assay for boronic acids and derivatives. We propose oxygen-mediated oxidation of boron compounds to generate organic radicals as a potential mechanism for mutagenicity. It is hoped that this paper will remit in increased awareness of this class of GTIs and prompt publication of additional Ames data for boronic acids and their derivatives that will lead to improved (Q)SAR models and an understanding of the mechanism of mutagenicity.
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