AUTOOXIDATION OF ALKYLHYDRAZONES AND MUTAGENICITY OF THE RESULTING HYDROPEROXIDES

Masataka MOCHIZUKI; Kozo MICHIHIRO; Katsuko SHIOMI; Kei ITOH; Yoshiko TANGE; Shoji HIZATATE

doi:10.1248/bpb.16.96

Masataka MOCHIZUKI, Kozo MICHIHIRO, Katsuko SHIOMI, Kei ITOH, Yoshiko TANGE, Shoji HIZATATE

Author information

Keywords: alkylhydrazone, mutagenicity, autooxidation, hydroperoxide, alkylation, hydroxyl radical

JOURNAL FREE ACCESS

1993 Volume 16 Issue 1 Pages 96-98

DOI https://doi.org/10.1248/bpb.16.96

Details

Abstract

Acetone alkylhydrazones were readily autooxidized to 2-alkylazo-2-propyl hydroperoxides, which were directly mutagenic in Salmonella typhimurium TA1535, TA100, TA102 and Escherichia coli WP2hcr^-. The mechanism of this mutagenicity presumes that the hydroperoxides in aqueous solution decompose to alkyl diazonium ions which were observed in the alkylation of 4-(p-nitrobenzyl)pyridine, and also to hydroxyl radical which was detected by ESR.

Corresponding author

Register with J-STAGE for free!