The pharmacokinetics of antilipemic agents. 8. Unequivocal characterization of ciprofibrate-O-beta-d-glucuronide

Article abstract of DOI:10.1002/ardp.2503240809

After an oral single dose Ciprofibrate (1) is eliminated mainly (greater than 90%) as its glucuronide renally and to a small amount on the biliary route. This conjugate could be extracted out of the urine of volunteers. By methylation of the carboxy group and acetylation of the three hydroxy groups of the glucuronic acid the hydrophobic methyl-(2,3,4-tri-O-acetyl-beta-D-glucopyrano)-uronate was formed. This derivative could be identified unequivocally by HPLC using the reference substance which can be obtained easily. Due to the chirality of 1 its glucuronide and the corresponding hydrophobe derivative (melting range 67-78 degrees C) are a mixture of diastereomeres. The latter could be separated analytically into the diastereomeres using a cyclobond I-column.