Document Detail


Synthesis of zinc-crosslinked thiolated alginic acid beads and their in vitro evaluation as potential enteric delivery system with folic acid as model drug.
MedLine Citation:
PMID:  16259119     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The aim of this study is to explore the potential of synthetic modifications of alginic acid as a method to enhance the stability of its complexes with divalent cations under physiological conditions. A fraction of algin's carboxylic acid moieties was substituted with thiol groups to different substitution degrees through conjugating alginate to cysteine to produce alginate-cysteine (AC) conjugates. Infrared spectrophotometry and iodometry were used to characterize the resulting polymeric conjugates in terms of structure and degree of substitution. Moreover, zinc ions were used to crosslink the resulting AC polymers. Folic acid loaded beads were prepared from Zinc-crosslinked AC polymers (AC-Zn) of different cysteine substitution degrees. The generated beads were then investigated in vitro for their capacity to modify folic acid release. AC-Zn polymeric beads resisted drug release under acidic conditions (pH 1.0). However, upon transfer to a phosphate buffer solution (pH 7.0) they released most of their contents almost immediately. This change in drug release behavior is most probably due to the sequestering of zinc cations by phosphate ions within the buffer solution to form insoluble chelates and, to a lesser extent, the ionization of the carboxylic acid and thiol moieties. Removal of zinc ions from the polymeric matrix seems to promote polymeric disintegration and subsequent drug release. A similar behavior is expected in vivo due to the presence of natural zinc sequestering agents in the intestinal fluids. AC-Zn polymers provided a novel approach for enteric drug delivery as drug release from these matrices complied with the USP specifications for enteric dosage forms.
Authors:
M O Taha; K M Aiedeh; Y Al-Hiari; H Al-Khatib
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Die Pharmazie     Volume:  60     ISSN:  0031-7144     ISO Abbreviation:  Pharmazie     Publication Date:  2005 Oct 
Date Detail:
Created Date:  2005-11-01     Completed Date:  2005-12-07     Revised Date:  2007-01-29    
Medline Journal Info:
Nlm Unique ID:  9800766     Medline TA:  Pharmazie     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  736-42     Citation Subset:  IM    
Affiliation:
Department of Pharmaceutical Sciences, Faculty of Pharmacy, University of Jordan, Amman, Jordan. mutasem@ju.edu.jo
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MeSH Terms
Descriptor/Qualifier:
Alginates / chemical synthesis*
Carboxylic Acids / chemistry
Cross-Linking Reagents / chemistry*
Cysteine / chemistry
Dietary Supplements
Folic Acid / chemistry*
Glucuronic Acid / chemical synthesis
Hexuronic Acids / chemical synthesis
Hydrogen-Ion Concentration
Solubility
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet
Sulfhydryl Compounds / chemistry*
Tablets, Enteric-Coated
Zinc / chemistry*
Chemical
Reg. No./Substance:
0/Alginates; 0/Carboxylic Acids; 0/Cross-Linking Reagents; 0/Hexuronic Acids; 0/Sulfhydryl Compounds; 0/Tablets, Enteric-Coated; 52-90-4/Cysteine; 576-37-4/Glucuronic Acid; 59-30-3/Folic Acid; 7440-66-6/Zinc; 9005-32-7/alginic acid

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


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