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Type: Artigo de periódico
Title: Total structural assignment and absolute configuration of terreinol by C-13 and H-1 NMR
Author: de Macedo, FC
Marsaioli, AJ
Abstract: The 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.
Subject: NMR
Aspergillus terreus
Country: Inglaterra
Editor: John Wiley & Sons Ltd
Rights: fechado
Identifier DOI: 10.1002/mrc.1531
Date Issue: 2005
Appears in Collections:Unicamp - Artigos e Outros Documentos

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