O-Glucuronylation

Boocock DJ, Maggs JL, Brown K, et al. Major interspecies differences in the rates of O-suIphonation and O-glucuronylation of a-hydroxytamoxifen in vitro a metabolic disparity protecting human liver from the formation of tamoxifen DNA adducts. Carcinogenesis 2000 21 1851-1858. 

It was later reported that both metabolic activation (reduction of the endoperoxide bridge) and the deactivation (hydroxylation plus O-glucuronylation) of arteflene occur in the rat liver. The balance of these pathways is associated with cytotoxicity, although only at relatively high concentrations in the cultured hepatocyte. The hepatic metabolism may restrict the therapeutic effectiveness of arteflene because 8-hydroxyarteflene retains only about 25% of the parent drug s antimalarial activity, while the enone is inactive <2004173>. 

Morcillo, Y., Janer, G., and O Hara, S.C.M. et al. (2004). Interaction of tributyl tin with cytochrome P450 and UDP glucuronyl transferase systems of fish in vitro smdies. Environmental Toxicology and Chemistry 23, 990-996. 

Sasaki, N. et al., Amaranthin in feather cockscombs is synthesized via glucuronylation at the cyc/o-DOPA glucoside step in the betacyanin biosynthetic pathway, J. Plant Res., 118, 439, 2005. 

The metabolites of ondansetron have been examined in urine and bile from rat and dog. The major pathways for metabolism of ondansetron are A-demethylation and hydroxylation Scheme 7.7). However, whereas A-de-methylation predominates in dog, this is only a minor metabolic route in rat. Hydroxylation may occur at the 6, 7 or 8 position in the carbazolone ring. Hydroxy metabolites of ondansetron are excreted predominantly as glucuronide or sulphate conjugates. Studies with immobilised glucuronyl-transferase (Heath, S.E., personal communication) have demonstrated that O- and A-glucuronidation of ondansetron metabolites may occur. 

S8) to be located in the microsome fraction of the liver. The neonatal development of this conjugating system has been studied by Brown et al. (B17) in the guinea pig. They were unable to detect the presence of bilirubin glucuronyl transferase in liver microsomes from fetal and newborn animals and, using o-aminophenol as a glucuronyl acceptor, were... 

Nelumboside (= Quercetin 3-0-glucuronyl-Glc) (flavanol O-glycoside) Neoastilbin... 

Abbreviations CYP, cytochrome P450 FMO, flavin monooxygenase GT, glucuronyl transferase EH, epoxide hydrolase AD, alcohol/aldehyde dehydrogenase ES/AM, esterase/amidase MT, methyl transferase ST, sulfotransferase GST, glutathione S-transferase DHD, dihydrodiol dehydrogenase COMT, catechol O-methyltransferase NA, N-actetyl transferase AA, amino acid acyltransferase P-O.P -oxidation. 

Abbreviations DM, 2,6-di-O-methyl TM, 2,3,6-tri-O-methyl DMA, acetylated DM-P-CyD 2-HE, 2-hydroxyethyl 2-HP, 2-hydroxy propyl 3-HP, 3-hydroxypropyl 2,3-DHP, 2,3-dihydroxypropyl Gi, glycosyl G2, maltosyl GUG, Glucuronyl-glucosyl DE, 2,6-di-0-ethyl TE, 2,3,6-tri-O-ethyl CME, O-carboxymethy 1-0-ethyl TAcyl, 2,3,6-tri-O-acyl (C2 Cig) TValeryl, 2,3,6-tri-O-valeryl SEE, sulfobutyl ether. 

Abstract—Two new triterpenoid saponins were isolated from the alcoholic extract of roots of Aster auriculatus. Their structures have been determined on the basis of spectral and chemical evidence as 3-0-P-D-glucuronyl-16a-hydroxyolean-12-en-28-oic acid-28-O-a-L-arabino-pyranosyl(l -4)-a-L-rhamnopyranosyl( 1 -2)-3-D-xylopyranosyl-( 1 -3)-P-D-xylopyranosyl( 1 -3)-a-L-arabinopyranoside and methyl ester of 3-0-P-D-glucuronyl-16a-hydroxyolean-12-en 28-oic acid-28-0-P-D-xylopyranosyl( 1 -3)-a-L-arabinopyranosyl( 1 -4)-p-D-apiofiiranosyl( 1 -3)-a-L-rhamnopyranosvK 1 -2)-P-D-xvlopyranoside. ... 

Hollmann, S., and Touster, O., 1962, Alterations in tissue levels of uridine diphosphate glucose dehydrogenase, uridine diphosphate glucuronic acid pyrophosphatase and glucuronyl transferase induced by substances influencing the production of ascorbic acid, Biochim. Biophys. Acta 26 338-352. 

The UDP-o-glucuronate glycosaminoglycan jS-D-glucuronyl-transferase activity from the media and intima of pig aorta has been determined by the incorporation of D-[ C]gIucuronic acid into hyaluronic acid and heparan sulphate. ... 

Glycosylation of acceptor 38 with 3-O-acetylated glucuronyl bromide 37b afforded pure a-linked disaccharide 39 (Scheme 5.10), while fuUy benzylated counterpart 37a gave an a fi-mixture of the corresponding disaccharides in a ratio of 2 1 [13] under the same conditions. However, such a high stereoselectivity of 3-O-acetylated donor 37b may be partly accounted for by the assistance of the methoxycarbonyl group at C-5. 

A glycolipid of the neolacto series named 3-O-sulfo glucuronyl paragloboside is also of interest because of its immunological properties (Scheme 21) [92]. The syn-... 

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