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Fitoterapia ; 128: 169-174, 2018 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-29787805

RESUMEN

Seven new N-acylanthranilic acid derivatives (1-3, 4a/4b, 5a/5b) including two pairs of enantiomers (4a/4b and 5a/5b) were isolated from the leaves of Isatis indigotica Fortune. Their chemical structures were elucidated by extensive spectroscopic data analyses. The absolute configurations of compounds 4a/4b and 5a/5b were determined by comparison of the experimental and calculated ECD spectra. All compounds were tested for their anti-Aß1-42 aggregation activity. As a result, compounds 1 (72.1%), 2 (79.8%) and 5a (81.8%) showed stronger inhibitory activity than the positive control curcumin (67.0%). By the comparison between 5a (81.8%) and 5b (63.1%), it was found that stereochemical configurations may affect Aß1-42 aggregation activity, which was discussed through the molecular docking results of compounds 5a and 5b.


Asunto(s)
Péptidos beta-Amiloides/antagonistas & inhibidores , Isatis/química , Fragmentos de Péptidos/antagonistas & inhibidores , Hojas de la Planta/química , ortoaminobenzoatos/aislamiento & purificación , Simulación del Acoplamiento Molecular , Estereoisomerismo
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