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dc.contributor.authorLorenzo, Manuelen_US
dc.contributor.authorBrito, Inmaculadaen_US
dc.contributor.authorCueto, Mercedesen_US
dc.contributor.authorD'Croz, Luisen_US
dc.contributor.authorDarias, Joséen_US
dc.date.accessioned2009-06-04T08:46:48Z-
dc.date.available2009-06-04T08:46:48Z-
dc.date.issued2006-10-06en_US
dc.identifier.citationOrganic Letters 8(22): 5001-5004 (2006)en_US
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10261/13471-
dc.description4 pages, 3 tables, 1 scheme.-- PMID: 17048828 [PubMed].-- Printed version published Oct 26, 2006.-
dc.descriptionSupporting information available: 1H and 13C NMR spectra of 1-5, 1H NMR of the homoancepsenolide (7) complex with R- and S-TFAE, and experimental procedures.-- Available at: http://pubs.acs.org/doi/suppl/10.1021/ol061572c-
dc.description.abstractDiastereomeric γ-dilactones isolated from Pterogorgia spp allowed the establishment of 13C NMR-based empirical rules to determine the relative stereochemistry of 3-alkyl-4-hydroxy-5-methyl-2(5H)-dihydrofuranones, γ-lactone moieties ubiquitous in many bioactive synthetic and natural products. An NMR-based method using Pirkle's reagent at low temperature allowed the absolute configuration of the naturally occurring dibutenolides to be unambiguously determined. A biogenetic pathway that involves oxidation of long-chain (C16:0 and C18:0) fatty acids is proposed.-
dc.description.sponsorshipThis work was supported by MEC (PPQ2002-02494, SAF2006-03004) and the DGUI Gobierno de Canarias (PI042005/003; PUB2005/030). The STRI provided facilities. Dr. M. Gupta, Lcdo. C. Vega (U de Panama), and J. del Rosario (STRI) provided technical support. The Government of Panama granted permission for the collection of the samples.-
dc.format.extent2373 bytes-
dc.format.extent100624 bytes-
dc.format.mimetypetext/plain-
dc.format.mimetypeapplication/pdf-
dc.language.isoengen_US
dc.publisherAmerican Chemical Society-
dc.rightsclosedAccessen_US
dc.title13C NMR-based empirical rules to determine the configuration of fatty acid butanolides. Novel γ-dilactones from Pterogorgia sppen_US
dc.typeartículoen_US
dc.identifier.doi10.1021/ol061572c-
dc.relation.publisherversionhttp://dx.doi.org/10.1021/ol061572c-
dc.contributor.funderMinisterio de Educación y Ciencia (España)-
dc.contributor.funderGobierno de Canarias-
dc.type.coarhttp://purl.org/coar/resource_type/c_6501es_ES
item.openairetypeartículo-
item.grantfulltextnone-
item.cerifentitytypePublications-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.fulltextNo Fulltext-
item.languageiso639-1en-
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