Phenylpropionamides, Piperidine, and Phenolic Derivatives from the Fruit of Ailanthus altissima

Four novel compounds-two phenylpropionamides, one piperidine, and one phenolic derivatives-were isolated and identified from the fruit of a medicinal plant, (Mill.) Swingle (Simaroubaceae), together with one known phenylpropionamide, 13 known phenols, and 10 flavonoids. The structures of the new compounds were elucidated as 2-hydroxy- -[(2- -β-d-glucopyranosyl)phenyl]propionamide ( ), 2-hydroxy- -[(2- -β-d-glucopyranosyl-(1→6)-β-d-glucopyranosyl)phenyl]propionamide ( ), 2β-carboxyl-piperidine-4β-acetic acid methyl ester ( ), and 4-hydroxyphenyl-1- -[6-(hydrogen-3-hydroxy-3-methylpentanedioate)]-β-d-glucopyranoside ( ) based on spectroscopic analysis. All the isolated compounds were evaluated for their inhibitory activity against (TMV) using the leaf-disc method. Among the compounds isolated, arbutin ( ), β-d-glucopyranosyl-(1→6)-arbutin ( ), 4-methoxyphenylacetic acid ( ), and corilagin ( ) showed moderate inhibition against TMV with IC values of 0.49, 0.51, 0.27, and 0.45 mM, respectively.