| Second generation of cycloSal-pronucleotides with esterase-cleavable sites: the "lock-in"-concept. | |
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MedLine Citation:
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PMID: 15043139 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A conceptual extension of the cycloSal-pronucleotide approach is presented. The characteristic feature of the new cycloSal-derivatives of the anti-HIV active nucleoside analogue d4T 1 is the incorporation of an enzymatically cleavable carboxylic ester moiety with the intention to trap the triesters inside cells ("lock-in"-concept). CycloSal-triesters bearing different ester groups in the 3-or 5-position of the cycloSal-moiety are described. Surprisingly, only acetyl-and levulinyl esters are cleaved readily in CEM cell extracts while alkyl esters were found to be stable. Nevertheless, in in-vitro anti-HIV assays most of the compounds achieve the thymidine-kinase bypass, thus proving that they act at least as nucleotide delivery systems. |
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Authors:
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Chris Meier; Manuel F H Ruppel; Dalibor Vukadinović; Jan Balzarini |
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Publication Detail:
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Type: In Vitro; Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Nucleosides, nucleotides & nucleic acids Volume: 23 ISSN: 1525-7770 ISO Abbreviation: Nucleosides Nucleotides Nucleic Acids Publication Date: 2004 |
Date Detail:
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Created Date: 2004-03-26 Completed Date: 2004-10-21 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 100892832 Medline TA: Nucleosides Nucleotides Nucleic Acids Country: United States |
Other Details:
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Languages: eng Pagination: 89-115 Citation Subset: IM |
Affiliation:
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Institute of Organic Chemistry, University of Hamburg, Hamburg, Germany. chris.meier@chemie.uni-hamburg.de |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Esterases
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metabolism* HIV Infections / drug therapy* HIV-1 / drug effects* Humans Nucleotides / chemical synthesis, metabolism, pharmacology* |
| Chemical | |
Reg. No./Substance:
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0/Nucleotides; EC 3.1.-/Esterases |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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