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

Phenylpropionamides, Piperidine, and Phenolic Derivatives from the Fruit of Ailanthus altissima.
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臭椿果实中的苯丙酰胺、哌啶和酚类衍生物

DOI:
10.3390/molecules22122107
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发表时间:
2017-12-04
期刊:
Molecules (Basel, Switzerland)
影响因子:
--
通讯作者:
Chen QJ
Chen QJ
中科院分区:
其他
文献类型:
--
作者:
Ni JC;Shi JT;Tan QW;Chen QJ

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从药用植物臭椿(Ailanthus altissima(Mill.)Swingle(Simaroubaceae),以及一种已知的苯基丙酰胺,13种已知的酚类和10种黄酮类化合物。新化合物的结构鉴定为2-羟基-N-[(2-O-β-d-吡喃葡萄糖基)苯基]丙酰胺(1),2-羟基-N-[(2-O-β-d-吡喃葡萄糖基-(1→6)-β-d-吡喃葡萄糖基)苯基]丙酰胺(2),2β-羧基-哌啶-4 β-乙酸甲酯(4),和4-羟基苯基-1-O-[6-(氢-3-羟基-3-甲基戊二酸酯)]-β-d-吡喃葡萄糖苷(5)。采用叶盘法测定了所有化合物对烟草花叶病毒(TMV)的抑制活性。在分离的化合物中,熊果苷(6)、β-d-吡喃葡萄糖基-(1→6)-熊果苷(7)、4-甲氧基苯乙酸(10)和柯里拉京(18)对TMV表现出中等抑制作用,IC 50值分别为0.49、0.51、0.27和0.45 mM。
Four novel compounds—two phenylpropionamides, one piperidine, and one phenolic derivatives—were isolated and identified from the fruit of a medicinal plant, Ailanthus altissima (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-N-[(2-O-β-d-glucopyranosyl)phenyl]propionamide (1), 2-hydroxy-N-[(2-O-β-d-glucopyranosyl-(1→6)-β-d-glucopyranosyl)phenyl]propionamide (2), 2β-carboxyl-piperidine-4β-acetic acid methyl ester (4), and 4-hydroxyphenyl-1-O-[6-(hydrogen-3-hydroxy-3-methylpentanedioate)]-β-d-glucopyranoside (5) based on spectroscopic analysis. All the isolated compounds were evaluated for their inhibitory activity against Tobacco mosaic virus (TMV) using the leaf-disc method. Among the compounds isolated, arbutin (6), β-d-glucopyranosyl-(1→6)-arbutin (7), 4-methoxyphenylacetic acid (10), and corilagin (18) showed moderate inhibition against TMV with IC50 values of 0.49, 0.51, 0.27, and 0.45 mM, respectively.
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