Total structural assignment and absolute configuration of terreinol by C-13 and H-1 NMR

dc.creatorde Macedo, FC
dc.creatorMarsaioli, AJ
dc.date2005
dc.dateMAR
dc.date2014-11-15T17:24:54Z
dc.date2015-11-26T16:12:54Z
dc.date2014-11-15T17:24:54Z
dc.date2015-11-26T16:12:54Z
dc.date.accessioned2018-03-28T23:00:52Z
dc.date.available2018-03-28T23:00:52Z
dc.identifierMagnetic Resonance In Chemistry. John Wiley & Sons Ltd, v. 43, n. 3, n. 251, n. 255, 2005.
dc.identifier0749-1581
dc.identifierWOS:000227141600010
dc.identifier10.1002/mrc.1531
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/77749
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/77749
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/77749
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1267318
dc.descriptionThe carbon-carbon connectivity of terreinol, a new metabolite isolated from Aspergillus terreus, and its previous C-13 assignments were confirmed by a two-dimensional INADEQUATE experiment using a few milligrams of the compound with natural C-13 abundance. The carbon-carbon correlations were determined by computational analysis (with >99% probability) of this experiment. Additionally, the absolute configuration of terreinol was achieved indirectly via its corresponding secondary alcohol by the modified Mosher method allied to conformational analysis. The shielding effect of the phenyl group of methoxytrifluoromethylphenylacetic acid (MTPA) on the substituents of the carbonylic centre gave a fully regular Deltadelta(SR) sign distribution, allowing reliable assignment of the R configuration for terreinol. Copyright (C) 2004 John Wiley Sons, Ltd.
dc.description43
dc.description3
dc.description251
dc.description255
dc.languageen
dc.publisherJohn Wiley & Sons Ltd
dc.publisherChichester
dc.publisherInglaterra
dc.relationMagnetic Resonance In Chemistry
dc.relationMagn. Reson. Chem.
dc.rightsfechado
dc.rightshttp://olabout.wiley.com/WileyCDA/Section/id-406071.html
dc.sourceWeb of Science
dc.subjectNMR
dc.subjectC-13
dc.subjectH-1
dc.subject2D INADEQUATE
dc.subjectMosher
dc.subjectAspergillus terreus
dc.subjectmetabolite
dc.subjectspiroketals
dc.subjectFur Alpha,beta-ungesattigte Ketone
dc.subjectDouble-quantum Coherence
dc.subjectMosher Method
dc.subjectCircular-dichroism
dc.subjectNatural-abundance
dc.subjectCarbon Skeleton
dc.subjectInadequate
dc.subjectCirculardichroismus
dc.subjectModifizierung
dc.subjectNmr
dc.titleTotal structural assignment and absolute configuration of terreinol by C-13 and H-1 NMR
dc.typeArtículos de revistas


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