On the possibility of direct O-1.BETA..RAR. -6 acyl migration in 1-O-acyl-.BETA.-D-glucose derivatives.
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منابع مشابه
Improved Synthesis of 1-O-Acyl-β-d-Glucopyranose Tetraacetates.
An improved synthesis of 1-O-acyl glucosyl esters that avoids the use of expensive Ag reagents as well as the hydrolysis of unstable glucosyl bromides is reported. Notably, β-configuration products were obtained exclusively in good yields.
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Glucuronidation of carboxylic acid compounds results in the formation of electrophilic acyl glucuronides. Because of their polarity, carrier-mediated hepatic transport systems play an important role in determining both intra- and extrahepatic exposure to these reactive conjugates. We have previously shown that the hepatic membrane transport of 1-O-gemfibrozil-beta-D-glucuronide (GG) is carrier-...
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The retarding activity of 6-O-dodecanoyl-D-allose against rice growth was higher than that of the octanoate and the decanoate. The activities of 6-O-dodecanoyl-D-glucose, -D-mannose, and -D-galactose against rice seedlings were examined. 6-O-Dodecanoyl-D-allose exhibited the highest activity, suggesting the importance of the alpha-axial hydroxy group at C-3 of D-allose.
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The liver plays an important role in the disposition of acyl glucuronides by determining their extent of formation, biliary excretion, and efflux into blood. Thus, both intrahepatic and extrahepatic exposure to these reactive polar conjugates depends on the efficiency of hepatic transport mechanisms, which may be shared with other nonbile acid organic anions. Using the isolated perfused rat liv...
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Biliverdin and bilirubin monoand di-JJ-glucuronides were prepared by nucleophilic substitution of the 1-O-mesyl derivative of a-ethoxyethyl-protected glucuronic acid (compound II) with the tetrabutylammonium salts of biliverdin apd bilirubin. Removal of the acetal-protecting groups by mild acid treatment yielded biliverdin glucuronides, which were reduced to bilirubin glucuronides. Depending on...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1983
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.31.4335