Document Detail


Influence of albumin on enantioselective local disposition of BOF-4272, a xanthine oxidase inhibitor with chiral sulfoxide, in rat liver.
MedLine Citation:
PMID:  9448105     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
8-(3-Methoxy-4-phenylsulfinylphenyl) pyrazolo[1,5-a]-1,3,5-triazine-4(1H)-one (BOF-4272) blocks xanthine oxidase/xanthine dehydrogenase in the liver. BOF-4272 with a sulfoxide chiral center includes R(+)- and S(-)-enantiomers. The enantioselectivity in the global disposition of BOF-4272 can be attributed to that in the local disposition of organs, especially the liver. Thus, the enantioselectivity in the hepatic local disposition of BOF-4272 was compared between R- and S-enantiomers by a hepatic perfusion experiment with a pulse input into the portal vein. The influence of perfusate albumin on the enantioselective local disposition was also investigated. The elution time profile of each BOF-4272 enantiomer from the liver into the hepatic vein was measured at four different bovine serum albumin (BSA) concentrations (0, 0.25, 1.0 and 4.0%) in the perfusate at 37 and 4 degrees C. A crossover test was carried out for R- and S-enantiomers using one rat liver. In the absence of perfusate BSA at 37 degrees C, hepatic extraction ratios (E[H]) of R- and S-enantiomers of BOF-4272 were 75.6 +/- 4.3% and 71.7 +/- 3.3%, respectively, which were statistically the same. In the presence of 4.0% BSA at 37 degrees C, E(H) values of R- and S-enantiomers were 31.7 +/- 4.6% and 19.6 +/- 3.8%, respectively, which demonstrated that E(H) of R-enantiomer was significantly greater than that of S-enantiomer (p < 0.001). In the absence and presence of perfusate BSA at 4 degrees C, there was no significant difference in E(H) between S- and R-enantiomers. An amplification of stereoselectivity with albumin was observed by the perfusion experiment using BOF-4272 enantiomers.
Authors:
M Nishimura; K Yamaoka; S Naito; T Nakagawa
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Publication Detail:
Type:  In Vitro; Journal Article    
Journal Detail:
Title:  Biological & pharmaceutical bulletin     Volume:  20     ISSN:  0918-6158     ISO Abbreviation:  Biol. Pharm. Bull.     Publication Date:  1997 Dec 
Date Detail:
Created Date:  1998-03-16     Completed Date:  1998-03-16     Revised Date:  2007-11-15    
Medline Journal Info:
Nlm Unique ID:  9311984     Medline TA:  Biol Pharm Bull     Country:  JAPAN    
Other Details:
Languages:  eng     Pagination:  1285-9     Citation Subset:  IM    
Affiliation:
Laboratory of Drug Metabolism Research, Naruto Research Institute, Otsuka Pharmaceutical Factory, Inc., Tokushima, Japan.
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MeSH Terms
Descriptor/Qualifier:
Albumins / metabolism*
Animals
Enzyme Inhibitors / pharmacokinetics*
Liver / metabolism*
Male
Protein Binding
Rats
Rats, Wistar
Serum Albumin, Bovine / metabolism
Spectrophotometry, Ultraviolet
Stereoisomerism
Sulfoxides / metabolism
Triazines / pharmacokinetics*
Xanthine Oxidase / antagonists & inhibitors*
Chemical
Reg. No./Substance:
0/Albumins; 0/Enzyme Inhibitors; 0/Serum Albumin, Bovine; 0/Sulfoxides; 0/Triazines; 142181-44-0/BOF 4272; EC 1.17.3.2/Xanthine Oxidase

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