Two new phenylpropanoids from the leaves of Rauvolfia vomitoria

Fuxin ZHANG , Rongkun MIAO , Kailing YANG, Tao YANG, Ruixi ZHOU, Guanqun ZHAN, Zengjun GUO
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Abstract

Objective

Study on the non-alkaloid chemical constituents with novel structure and their biological activities from the w-butanol fraction of the leaves of Rauvolfia vomitoria.

Methods

The w-butanol fraction of R. vomitoria was separated by silica gel, ODS, and Sephadex LH-20 chromatography column, as well as semi-preparative HPLC to obtain five compounds. Their structures were identified by extensive spectroscopic analysis, including HRESIMS, 1D and 2D NMR, and ECD analysis. All the isolated compounds were evaluated their AChE inhibitory activities by Ellman’s method with slight modification, their vasorelaxant activities against phenylephrine-induced contraction of rat mesenteric arteries, and their inhibitory activity of a-glucosidase employing pNPG as substrate.

Results

Two new phenylpropanoids (1-2) along with three known compounds, methyl trans-3,4,5-trimethoxycinnamate (3), methyl cis-3,4,5-trimethoxycinnamate (4), and 3,4,5-trimethoxybenzoic acid methyl ester (5), were isolated from the leaves of R.vomitoria. The five isolated compounds did not show significant tested activity.

Conclusion

Chemical investigation of the leaves of R. vomitoria led to the isolation and identification of two new phenylpropanoids (1–2), expanding the study of non-alkaloids in the genus of Rauvolfia and enriching the chemical diversity of this genus.

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两种新的苯丙素类化合物的研究
目的研究苦参叶w-丁醇组分中具有新结构的非生物碱类化学成分及其生物活性。方法采用硅胶、ODS、Sephadex LH-20色谱柱和半制备高效液相色谱法对吐粪草的w-丁醇部分进行分离,得到5个化合物。通过广泛的光谱分析,包括hresms, 1D和2D NMR以及ECD分析,确定了它们的结构。采用Ellman 's法(稍作修改)测定各化合物的乙酰胆碱酯酶抑制活性、对苯肾上腺素诱导的大鼠肠系膜动脉收缩的血管松弛活性以及以pNPG为底物对a-葡萄糖苷酶的抑制活性。结果从呕吐草叶中分离得到2个新的苯丙素(1-2)和3个已知化合物:甲基反式-3,4,5-三甲氧基肉桂酸酯(3)、甲基顺式-3,4,5-三甲氧基肉桂酸酯(4)和3,4,5-三甲氧基苯甲酸甲酯(5)。这5个分离的化合物没有显示出显著的活性。结论通过对呕吐草叶的化学研究,分离鉴定出两种新的苯丙素(1-2),拓展了对呕吐草属非生物碱的研究,丰富了呕吐草属植物的化学多样性。
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