| The first total synthesis of (+/-)-4-methoxydecanoic acid: a novel antifungal fatty acid. | |
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MedLine Citation:
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PMID: 20161109 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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The hitherto unknown (+/-)-4-methoxydecanoic acid was synthesized in six steps and in 25% overall yield starting from commercially available 4-penten-1-ol. The title compound demonstrated seventeen fold higher antifungal activity (MIC = 1.5 mM) against Candida albicans ATCC 60193 and Cryptococcus. neoformans ATCC 66031 when compared to unsubstituted n-decanoic acid. Our results demonstrate that Mid-chain methoxylation appears to be a viable strategy for increasing the fungitoxicity of fatty acids. |
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Authors:
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Néstor M Carballeira; Carlos Miranda; Keykavous Parang |
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Publication Detail:
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Type: JOURNAL ARTICLE |
Journal Detail:
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Title: Tetrahedron letters Volume: 50 ISSN: 0040-4039 ISO Abbreviation: - Publication Date: 2009 Oct |
Date Detail:
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Created Date: 2010-7-13 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2984819R Medline TA: Tetrahedron Lett Country: - |
Other Details:
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Languages: ENG Pagination: 5699-5700 Citation Subset: - |
Affiliation:
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Department of Chemistry, University of Puerto Rico, Rio Piedras campus, PO BOX 23346, San Juan, Puerto Rico 00931. |
Export Citation:
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Descriptor/Qualifier:
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| Grant Support | |
ID/Acronym/Agency:
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SC1 GM084708-01//NIGMS NIH HHS |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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