1-Naphthyl glucosides

For Instance, when 1-naphthyl glucoside (7) was administered orally to rats It was quickly absorbed and 17% of the dose was eliminated unchanged (1 ). Similarly, the major glucoside metabolite (8) of oxamyl Is relatively resistant to degradation In the rat both In vivo following oral administration and In vitro In rat liver microsomal preparations. In the former, at least 30% of the dose was recovered as the glucoside In the urine (13). A similar result was obtained with the glucoside of N-(3-chloro-4-hydroxymethylphenyl)... 

Coho salmon naphthalene 1-naphthol 1-naphthyl-glucuronate 1-naphthyl-glucoside mercapturic acid 1-naphthyl sulphate 1,2-dihyroxy-1,2-dihydro-naphthalene... 

W. H. Chem, W. C. Dauterman, Studies on the Metabolism and Excretion of 1-Naph-thol, l-Naphthyl-/3-D-Glucuronide, and l-Naphthyl-/Ti)-Glucoside in the Mouse , Toxicol. Appl. Pharmacol. 1983, 67, 303 - 309. 

Fig. 1.—Plot oflogata Against pH or H0 for the Hydrolysis of 2-Naphthyl /3-D-Glucosid-uronic Acid (curve A) and 2-Naphthyl /3-D-Glucopyranoside (curve B) at 90.1°. [From Ref. 162 published here by permission.]...

Rate laws, however, can only establish the composition of the ratedetermining transition state, not its structure, and in particular they cannot distinguish between tautomers. 2 -Naphthyl p-D-glucuronide has a similar rate law to salicyl (3-glucoside, but the molecular events giving rise to it are different (Figure 3.17). If feg is the rate constant for the pH-independent part of the... 

Some other examples of selective alteration will now be given. Whereas vertebrates convert phenols to j8-glucuronides, most insects form phenyl-)8-glucosides instead. In a patient whose normal lung tissue converted 1-naphthol to 1-naphthyl sulfate, squamous carcinoma tissue made 1-naphthyl glucu-ronide from the same phenol (see Section 3.5, p. 87 for the biochemistry of these alternative routes) (Cohen, Gibby and Mehta, 1981). 

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