Novel thioarsenic metabolites in human urine after ingestion of an arsenosugar, 2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside.
The presence of arsenic-containing carbohydrates, arsenosugars, in many seafoods raises questions of human health concerning the ingestion and metabolism of these compounds. A previous study investigating the metabolites in human urine after the ingestion of a common arsenosugar 2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-beta-d-riboside (oxo-arsenosugar) showed that the arsenic was rapidly excreted in the urine and was present as at least 12 metabolites, only three of which could be identified. In this repeat study with oxo-arsenosugar and using high-performance liquid chromatography/inductively coupled plasma mass spectrometry, we report the identification of seven arsenic metabolites, which together accounted for 88% of the total urinary arsenic collected over 61 h. The metabolites included previously reported human urinary arsenicals dimethylarsinate (DMA), oxo-dimethylarsenoethanol (oxo-DMAE), and trimethylarsine oxide, in addition to new human metabolites oxo-dimethylarsenoacetate (oxo-DMAA), thio-dimethlyarsenoacetate (thio-DMAA), thio-dimethylarsenoethanol (thio-DMAE), and the thio-arsenosugar. Cytotoxicity testing of the major metabolites DMA, oxo-DMAE, thio-DMAE, oxo-DMAA, and thio-DMAA showed that they were nontoxic even at 10 mM, except for DMA, which showed some toxic effects at 1 mM.
Raml
Reingard
R
Institute of Chemistry-Analytical Chemistry, Karl-Franzens University Graz, Austria.
Goessler
Walter
W
Traar
Pedro
P
Ochi
Takafumi
T
Francesconi
Kevin A
KA
D000328:Adult; D001148:Arsenamide / Q000737:chemistry / Q000378:metabolism* / Q000493:pharmacokinetics / Q000652:urine*; D001149:Arsenates / Q000008:administration & dosage* / Q000737:chemistry / Q000378:metabolism*; D045744:Cell Line, Tumor; D002852:Chromatography, Ion Exchange; D006801:Humans; D008297:Male; D015394:Molecular Structure; D009005:Monosaccharides / Q000008:administration & dosage* / Q000737:chemistry / Q000378:metabolism*; D013997:Time Factors
C506413:2',3'-dihydroxypropyl 5-deoxy-5-dimethylarsinoyl-beta-D-riboside; D001149:Arsenates; D009005:Monosaccharides; C449161:arsenosugar; D001148:Arsenamide