Mostrar el registro sencillo del ítem
dc.contributor.author | Gris, A.![]() |
es_ES |
dc.contributor.author | Cabedo Escrig, Nuria![]() |
es_ES |
dc.contributor.author | Navarro Fuertes, Ismael![]() |
es_ES |
dc.contributor.author | de Alfonso, I.![]() |
es_ES |
dc.contributor.author | Agullo, C.![]() |
es_ES |
dc.contributor.author | Abad Somovilla, Antonio![]() |
es_ES |
dc.date.accessioned | 2016-09-20T07:27:06Z | |
dc.date.issued | 2012-07-06 | |
dc.identifier.issn | 0022-3263 | |
dc.identifier.uri | http://hdl.handle.net/10251/70128 | |
dc.description.abstract | This work describes a synthetic approach to the carbocyclic skeleton of isospongian diterpenes that uses the commercially available monoterpene (S)-carvone as a C-ring synthon, which is incorporated into the tetracyclic isospongian framework via a C -> ABC -> ABCD ring annulation strategy using intramolecular Diels-Alder and ring-closing metathesis reactions. This approach has been successfully used to prepare both the title natural isospongians and several nonnatural oxygenated analogues. A preliminary evaluation of the inhibitory activity of the small collection of synthesized isospongians on the mammalian mitochondrial respiratory chain revealed that most were able to inhibit the integrated electron transfer chain (NADH oxidase activity) in the micromolar range. | es_ES |
dc.description.sponsorship | We thank the Spanish Ministerio de Ciencia e Innovacion (MICINN) and the company EPA S.L. (Cadet, Spain) for their continuous support of our work (Projects BQU2002-00272 and AGL2009-12940-C02-02). We also thank the S.C.S.I.E. of the University of Valencia for providing access to their NMR facilities and E. Estornell and V. Romero for biological assay support. | en_EN |
dc.language | Inglés | es_ES |
dc.publisher | American Chemical Society | es_ES |
dc.relation.ispartof | Journal of Organic Chemistry | es_ES |
dc.rights | Reserva de todos los derechos | es_ES |
dc.title | General Diastereoselective Synthetic Approach toward Isospongian Diterpenes. Synthesis of (-)-Marginatafuran, (-)-Marginatone, and (-)-20-Acetoxymarginatone | es_ES |
dc.type | Artículo | es_ES |
dc.embargo.lift | 10000-01-01 | |
dc.embargo.terms | forever | es_ES |
dc.identifier.doi | 10.1021/jo3008034 | |
dc.relation.projectID | info:eu-repo/grantAgreement/MICINN//AGL2009-12940-C02-02/ES/Sintesis De Haptenos Y Analogos De Nuevos Fungicidas Postcosecha Para El Desarrollo De Inmunoensayos/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/MICINN//BQU2002-00272/ES/BQU2002-00272/ | es_ES |
dc.rights.accessRights | Cerrado | es_ES |
dc.contributor.affiliation | Universitat Politècnica de València. Instituto Agroforestal Mediterráneo - Institut Agroforestal Mediterrani | es_ES |
dc.description.bibliographicCitation | Gris, A.; Cabedo Escrig, N.; Navarro Fuertes, I.; De Alfonso, I.; Agullo, C.; Abad Somovilla, A. (2012). General Diastereoselective Synthetic Approach toward Isospongian Diterpenes. Synthesis of (-)-Marginatafuran, (-)-Marginatone, and (-)-20-Acetoxymarginatone. Journal of Organic Chemistry. 77(13):5664-5680. doi:10.1021/jo3008034 | es_ES |
dc.description.accrualMethod | S | es_ES |
dc.relation.publisherversion | http://dx.doi.org/10.1021/jo3008034 | es_ES |
dc.description.upvformatpinicio | 5664 | es_ES |
dc.description.upvformatpfin | 5680 | es_ES |
dc.type.version | info:eu-repo/semantics/publishedVersion | es_ES |
dc.description.volume | 77 | es_ES |
dc.description.issue | 13 | es_ES |
dc.relation.senia | 234987 | es_ES |
dc.contributor.funder | Ministerio de Ciencia e Innovación | es_ES |