| Carboxylic acids and skeletal muscle chloride channel conductance: effects on the biological activity induced by the introduction of an aryloxyalkyl group alpha to the carboxylic function of 4-chloro-phenoxyacetic acid. | |
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MedLine Citation:
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PMID: 11718267 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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2-(4-Chloro-phenoxy)propanoic and 2-(4-chloro-phenoxy)butanoic acids are compounds known to block chloride membrane conductance in rat striated muscle by interaction with a specific receptor. In the present study, a series of chiral analogues has been prepared and tested to evaluate the influence of a second aryloxy moiety introduced in the side-chain at a variable distance from the stereogenic centre. The results show that this chemical modification is detrimental for biological activity which, however, is increased by lengthening the alkyl chain up to three methylenic groups, then decreases to remain constant in the next analogues of the series. A possible explanation for this is proposed on the basis of steric effects and/or different approach of the molecules to the receptor. |
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Authors:
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G Carbonara; G Fracchiolla; F Loiodice; P Tortorella; D Conte-Camerino; A De Luca; A Liantonio |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Farmaco (Società chimica italiana : 1989) Volume: 56 ISSN: 0014-827X ISO Abbreviation: Farmaco Publication Date: 2001 Oct |
Date Detail:
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Created Date: 2001-11-22 Completed Date: 2002-04-09 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 8912641 Medline TA: Farmaco Country: Italy |
Other Details:
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Languages: eng Pagination: 749-54 Citation Subset: IM |
Affiliation:
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Dipartimento Farmaco-Chimico, Università di Bari, Italy. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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2,4-Dichlorophenoxyacetic Acid
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analogs & derivatives,
chemistry* Animals Carboxylic Acids / chemical synthesis*, pharmacology Chloride Channels / drug effects* Clofibric Acid / analogs & derivatives* Male Muscle, Skeletal / drug effects* Rats Rats, Wistar Structure-Activity Relationship |
| Chemical | |
Reg. No./Substance:
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0/Carboxylic Acids; 0/Chloride Channels; 122-88-3/4-chlorophenoxyacetic acid; 882-09-7/Clofibric Acid; 94-75-7/2,4-Dichlorophenoxyacetic Acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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