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The N-benzyl derivative of the glucosidase inhibitor 1-deoxynojirimycin shows a prolonged half-life and a more complete oral absorption in the rat compared with the N-methyl analog.
MedLine Citation:
PMID:  19570011     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
Abstract The pharmacokinetic behavior of the glucosidase inhibitor and antiviral compound JV-benzyl-1-deoxynojirimycin (BndNM) was studied in rats in vivo and in isolated perfused livers. BndNM is a more lipophilic derivative of the glucosidase inhibitor A'-methyl-1-deoxynojirimycin (MedNM). This was reflected in the n-octanol/Krebs partition coefficients, which were 0.28 and 0.004, respectively. Compared with previously published data on the N-methyl analog, derivatization with the benzyl moiety caused an increase in both elimination half-life (from 32 min for MedNM to 69 min for BndNM) and steady-state distribution volume (164 mL for MedNM and 322 mL for BndNM) in vivo. The fraction of the dose excreted in urine after 2 h was decreased (66% for BndNM compared to 80% for MedNM), the fraction excreted in bile after 2 h was increased, both in vivo (1.5% of BndNM compared to 0.2% for MedNM) and in perfused livers (5% for BndNM compared to 0.5% for MedNM). Clearance decreased from 6.3 (MedNM) to 4.0 mL/min (BndNM). In unanesthetized rats, bioavailability of BndNM was found to be 100% after oral dosing. Fractionation of liver homogenates showed that BndNM was mainly present in the cytosolic fraction, with a slight accumulation in the lysosomal/endosomal fraction. The authors conclude that addition of the lipophilic phenyl group to the deoxynojirimycin backbone leads to more favorable pharmacokinetic properties of the glucosidase inhibitor.
Authors:
E D Faber; L A van den Broek; E E Oosterhuis; B P Stok; D K Meijer
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Drug delivery     Volume:  5     ISSN:  1071-7544     ISO Abbreviation:  Drug Deliv     Publication Date:  1998  
Date Detail:
Created Date:  2009-07-02     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9417471     Medline TA:  Drug Deliv     Country:  England    
Other Details:
Languages:  eng     Pagination:  3-12     Citation Subset:  -    
Affiliation:
Department of Pharmacokinetics and Drug Delivery, University Centre for Pharmacy, Groningen Institute of Drug Studies [GIDS], Groningen, The Netherlands.
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