Isolation and characterization of urinary metabolites of arbaprostil in the rat.
The urinary metabolites of arbaprostil-3H in the male rat were profiled, isolated, and purified. Their structures were deduced by gas chromatography/mass spectrometry (GC/MS) studies after conversion to the methyl ester-methoxime-trimethylsilyl ether derivatives, aided by GC with simultaneous radioactivity monitoring. The identified metabolites accounted for over 91% of the urinary excretion products. beta-oxidation of the carboxy side-chain of arbaprostil to 15-methyl-tetranor PGE1 appeared to be the most significant metabolic pathway. Conversion to the dinor A and B derivatives and further beta-oxidation of these to the 15-methyl-tetranor A and B metabolites also appeared to occur. C-19-hydroxylated tetranor A and B derivatives of arbaprostil-3H were excreted in the urine. No conjugated urinary metabolites were evident.
D000818:Animals; D001101:Arbaprostil / Q000378:metabolism* / Q000652:urine; D001711:Biotransformation; D055598:Chemical Phenomena; D002621:Chemistry; D002849:Chromatography, Gas; D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D003978:Diazomethane; D008401:Gas Chromatography-Mass Spectrometry; D006900:Hydroxylation; D008297:Male; D008745:Methylation; D010084:Oxidation-Reduction; D011459:Prostaglandins E, Synthetic / Q000378:metabolism*; D051381:Rats; D011919:Rats, Inbred Strains
D011459:Prostaglandins E, Synthetic; D003978:Diazomethane; D001101:Arbaprostil