Document Detail


Synthesis and properties of N,N'-bis(5-aminosalicyl)-L-cystine as a colon-specific deliverer of 5-aminosalicylic acid and cystine.
MedLine Citation:
PMID:  18197522     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
N,N(')-bis(5-aminosalicyl)-L-cystine (5-ASA-Cys) was prepared by a simple synthetic route. 5-ASA-Cys was not degraded in pH 1.2 and 6.8 buffer solutions, and in the homogenates of the upper intestine. In marked contrast, 5-ASA-Cys was deconjugated extensively to liberate 5-ASA in the cecal contents. Upon oral administration of 5-ASA-Cys to rats, the plasma concentration of 5-ASA-Cys was extremely low and the urinary recovery of 5-ASA-Cys was approximately 10% of the dose. These results suggest that 5-ASA-Cys administered orally is delivered efficiently to the large intestine followed by deconjugation to liberate 5-ASA and cystine.
Authors:
Heejung Kim; Duksoo Kim; Daekyu Choi; Hyunchu Jeon; Jungoh Han; Yunjin Jung; Hyesik Kong; Young Mi Kim
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Drug delivery     Volume:  15     ISSN:  1071-7544     ISO Abbreviation:  Drug Deliv     Publication Date:  2008 Jan 
Date Detail:
Created Date:  2008-01-16     Completed Date:  2008-05-19     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9417471     Medline TA:  Drug Deliv     Country:  United States    
Other Details:
Languages:  eng     Pagination:  37-42     Citation Subset:  IM    
Affiliation:
Laboratory of Biomedicinal, College of Pharmacy, Pusan National University, Busan, Korea.
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MeSH Terms
Descriptor/Qualifier:
Administration, Oral
Aminosalicylic Acids / administration & dosage,  chemical synthesis,  pharmacokinetics*
Animals
Anti-Inflammatory Agents / administration & dosage,  chemical synthesis,  pharmacokinetics*
Biotransformation
Cecum / metabolism
Colon / metabolism*
Cystine / administration & dosage,  analogs & derivatives*,  chemical synthesis,  pharmacokinetics
Drug Stability
Gastrointestinal Agents / administration & dosage,  chemical synthesis,  pharmacokinetics*
Hippurates / pharmacokinetics
Hydrogen-Ion Concentration
Intestinal Absorption*
Intestine, Small / metabolism
Male
Prodrugs / administration & dosage,  chemical synthesis*,  metabolism
Rats
Rats, Sprague-Dawley
Stomach / metabolism
Chemical
Reg. No./Substance:
0/5-aminosalicyl-glycine; 0/Aminosalicylic Acids; 0/Anti-Inflammatory Agents; 0/Gastrointestinal Agents; 0/Hippurates; 0/N,N'-bis(5-aminosalicyl)cystine; 0/Prodrugs; 56-89-3/Cystine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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