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Xenobiotica
the fate of foreign compounds in biological systems
Volume 14, 1984 - Issue 7
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Original Article

Structure-activity relationships in the induction of hepatic drug metabolism by azo compounds

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Pages 565-568 | Received 28 Nov 1983, Accepted 08 Mar 1984, Published online: 30 Sep 2009
 

Abstract

1. Lipophilic azo compounds possessing 1-phenylazo-2-naphthol or 1-phenylazo-2-naphthylamine moieties induced cytochrome P-448 and related mono-oxygenase activities, UDP-glucuronyltransferase activity towards p-nitrophenol, glutathione-S-transferase activity towards 1-chloro-2,4-dinitrobenzene, aldehyde dehydrogenase, and menadione reductase activities. This pattern of induction by azo dyes is very similar to that by 3-methylcholanthrene.

2. None of the hydrophilic azo compounds tested and none of the other lipophilic azo compounds tested including 4-phenylazo-1-naphthol induced these activities.

3. It is suggested that the formation of a third six-membered ring fused to naphthalene in a phenanthrene-Iike arrangement by hydrogen bonding between the phenolic hydroxyl and azo nitrogen is required for induction.

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