胡椒科佩兰属植物佩兰中两个新的橄榄烷型木脂素和一个新的木脂酰胺。

Two New Norlignans and a New Lignanamide from Peperomia tetraphylla.

机构信息

College of Tea and Food Science, Anhui Agricultural University, Hefei, P. R. China.

出版信息

Chem Biodivers. 2012 Apr;9(4):769-76. doi: 10.1002/cbdv.201100138.

DOI:10.1002/cbdv.201100138

Abstract

Two new cyclobutane-type norlignans, methyl rel-(1R,2S,3S)-2-(7-methoxy-1,3-benzodioxol-5-yl)-3-(2,4,5-trimethoxyphenyl)cyclobutanecarboxylate (1), and methyl rel-(1R,2R,3S)-2-(7-methoxy-1,3-benzodioxol-5-yl)-3-(2,4,5-trimethoxyphenyl)cyclobutanecarboxylate (2), and a new lignanamide, 3-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]-α-[4-(2-{N-[2-(4-hydroxyphenyl)ethyl]carbamoyl}ethenyl)-3-methoxyphenoxy]-4-methoxycinnamamide 4,8″-ether (3), along with five known amides, 4-8, were obtained from the whole plant of Peperomia tetraphylla. Their structures were elucidated mainly by the analysis of NMR and MS data. The new compounds 1-3 and the known compound 4 were tested for their cytotoxic activities against the HepG2 (human hepatocarcinoma), A549 (human lung cancer), and HeLa (human cervical cancer) cell lines. Compound 4 showed significant cytotoxicity against HepG2 cell lines with an IC(50) value of 9.4 ± 1.0 μM.

摘要

两种新的环丁烷型去甲木脂素，甲基（1R,2S,3S）-2-（7-甲氧基-1,3-苯并二氧杂环戊烯-5-基）-3-（2,4,5-三甲氧基苯基）环丁烷羧酸酯（1）和甲基（1R,2R,3S）-2-（7-甲氧基-1,3-苯并二氧杂环戊烯-5-基）-3-（2,4,5-三甲氧基苯基）环丁烷羧酸酯（2），以及一种新的木脂酰胺，3-羟基-N-[2-（4-羟基苯基）乙基]-α-[4-（2-({N-[2-（4-羟基苯基）乙基]氨基甲酰基}乙烯基)-3-甲氧基苯氧基]-4-甲氧基肉桂酰胺 4,8″-醚（3），连同另外五种已知酰胺化合物 4-8，从全株胡椒草中获得。它们的结构主要通过 NMR 和 MS 数据的分析来阐明。新化合物 1-3 和已知化合物 4 被测试对 HepG2（人肝癌）、A549（人肺癌）和 HeLa（人宫颈癌）细胞系的细胞毒性活性。化合物 4 对 HepG2 细胞系表现出显著的细胞毒性，IC50 值为 9.4±1.0μM。