Platanus acerifolia’s buds: additional non-polar metabolites and structure revision of two previous dihydrochalcone-like metabolites |
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Authors: | Mourad Kaouadji Yves Champavier Jean-Marc Morand |
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Affiliation: | 1. Laboratoire de Pharmacognosie, Faculté de Pharmacie, 2, Rue Docteur Marcland, F-87025 Limoges Cedex, France;2. Service Commun de Recherche et d’Analyse de Biomolécules du Limousin, Université de Limoges, 2, Rue Docteur Marcland, F-87025 Limoges Cedex, France |
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Abstract: | In addition to the methylated and prenylated flavonoids previously reported from Platanus acerifolia, the multistep chromatographic processing of the n-hexane extract of the fresh unripe buds resulted in the isolation of 11 metabolites. Besides six common wax constituents, the n-hexane portion led to the isolation of four gem-dimethylpyrano flavanones. They corresponded to two pairs of angular and linear isomers derived only from pinocembrin (5,7-dihydroxyflavanone). Additionally, a novel β-decadione was split into the major keto-enol tautomer as shown by the detailed NMR and EIMS analyses. Moreover, the structures of grenoblone and 4-hydroxygrenoblone, two previously reported dihydrochalcone-like metabolites, were revised according to the EIMS spectra. |
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Keywords: | Platanaceae Platanus acerifolia (&minus )-(6R)-6,9-Dimethyl-3-hydroxy-1-phenyldeca-3,8-dien-5-one (&minus )-(6R)-Platadecadione (&minus )-(3&prime R)-Grenoblone 4-Hydroxygrenoblone |
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