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Phytochemistry ; 72(8): 804-9, 2011 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-21420695

RESUMEN

Scutianene E (1), 3,4,28-tris-epi-scutiaene E (2), 28-epi-scutianene E (3) and scutianene L (4), four neutral cyclopeptide alkaloids, were isolated from Scutia buxifolia Reiss, together with four known cyclopeptide alkaloids, scutianines B, C, D and E. Scutianenes 1-3 are diastereoisomeric compounds, with 3-hydroxyleucine as a ß-hydroxy amino acid unit, which is connected to the styryl fragment via an ether bridge, ß-phenylserine, as a common ring-bonded amino acid residue. Attached to the amino group of ß-hydroxyamino acid is a side chain [trans-CH=CH-Ph]. The structures of the peptides were elucidated by means of spectroscopic analysis, including extensive 2D NMR studies. The stereochemistry for the diastereomeric 3,4,28-tris-epi-scutiaene E and 28-epi-scutianene E was confirmed by X-ray diffraction analysis of their O-acetyl derivatives.


Asunto(s)
Alcaloides/aislamiento & purificación , Péptidos Cíclicos/aislamiento & purificación , Rhamnaceae/química , Alcaloides/química , Cristalografía por Rayos X , Conformación Molecular , Estructura Molecular , Péptidos Cíclicos/química
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