Document Detail


Application of the cycloSal-prodrug approach for improving the biological potential of phosphorylated biomolecules.
MedLine Citation:
PMID:  16735066     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Pronucleotides represent a promising tool to improve the biological activity of nucleoside analogs in antiviral and cancer chemotherapy. The cycloSal-approach is one of several conceptually different pronucleotide systems. This approach can be applied to various nucleoside analogs. A salicyl alcohol as a cyclic bifunctional masking unit is used, and shown to afford a chemically driven release of the particular nucleotide from the lipophilic phosphate triester precursor molecule. A conceptual extension of the cycloSal-approach results in the design of "lock-in"-cycloSal-derivatives. The cycloSal-approach is not restricted to the delivery of bioactive nucleotides but also useful for the intracellular delivery of hexose-1-phosphates.
Authors:
C Meier; J Balzarini
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Review     Date:  2006-05-09
Journal Detail:
Title:  Antiviral research     Volume:  71     ISSN:  0166-3542     ISO Abbreviation:  Antiviral Res.     Publication Date:  2006 Sep 
Date Detail:
Created Date:  2006-08-21     Completed Date:  2006-11-09     Revised Date:  2007-11-15    
Medline Journal Info:
Nlm Unique ID:  8109699     Medline TA:  Antiviral Res     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  282-92     Citation Subset:  IM    
Affiliation:
Institute of Organic Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany. chris.meier@chemie.uni-hamburg.de
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MeSH Terms
Descriptor/Qualifier:
Antiviral Agents / chemical synthesis,  chemistry,  pharmacology*
Cell Line
Dideoxynucleotides
Drug Design*
HIV-1 / drug effects
HIV-2 / drug effects
Humans
Nucleotides / chemistry*,  pharmacology
Prodrugs / chemistry*,  pharmacology
Salicylic Acids / chemistry*,  pharmacology
Stavudine / analogs & derivatives*,  chemical synthesis,  chemistry,  pharmacology
Structure-Activity Relationship
Thymine Nucleotides
Chemical
Reg. No./Substance:
0/Antiviral Agents; 0/Cyclosaligenyl-2',3'-didehydro-2',3'-dideoxythymidine monophosphate; 0/Dideoxynucleotides; 0/Nucleotides; 0/Prodrugs; 0/Salicylic Acids; 0/Thymine Nucleotides; 3056-17-5/Stavudine

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


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