[The biotransformation of leiocarposide and salicin phenol glycosides--examples for special consideration of the absorption and metabolism of glycosidic compounds].
After parenteral administration of leiocarposide (1, 3-beta-D-glucopyranosyloxy-2-methoxy-6-hydroxybenzoic acid-2'-beta-D-glucopyranosyloxybenzylester) and salicin to the rat the glycosides were mostly excreted unchanged in urine. In contrast to the oral administration (see [1]) only small amounts of metabolites [1: 0.2% of the dose as leiocarpic acid and 0.1% salicylic acid; 2: 0.05% 5] were observed. By in vitro experiments could be shown, that the hydrolysis of ester and glycosidic bonds from 1 to 3 and saligenin and from 2 to 4 took place microbially mostly in the cecum and colon of the rats. The reactions are also visible in the homogenate of kidney. Präparations of liver, lung and serum showed no activity. 4 in the homogenates of liver, kidney and lung, in the gut-wall and the serum was oxidized to 5. The further product of oxidation of 5, gentisic acid, arise only in liver homogenate.
Fötsch
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Sektion Chemie-Wissenschaftsbereich Pharmazie, Humboldt-Universität zu Berlin.
Pfeifer
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D000818:Animals; D001592:Benzyl Alcohols / Q000378:metabolism* / Q000493:pharmacokinetics; D001593:Benzyl Compounds / Q000378:metabolism*; D001711:Biotransformation; D005960:Glucosides / Q000378:metabolism / Q000493:pharmacokinetics; D006027:Glycosides / Q000378:metabolism; D007408:Intestinal Absorption; D007413:Intestinal Mucosa / Q000378:metabolism; D008099:Liver / Q000378:metabolism; D010636:Phenols; D051381:Rats
D001592:Benzyl Alcohols; D001593:Benzyl Compounds; D005960:Glucosides; D006027:Glycosides; D010636:Phenols; C005696:salicin; C045024:leiocarposide
Die Biotransformation der Phenolglycoside Leiocarposid und Salicin--Beispiele für Besonderheiten von Absorption und Metabolismus glycosidischer Verbindungen.