Two new phenolic amides from Allium chinense

IF 4.7 4区医学 Q1 CHEMISTRY, MEDICINAL Chinese Herbal Medicines Pub Date : 2023-10-01 DOI:10.1016/j.chmed.2022.12.006

Xiaoqing Li , Shikai Yan , Jihong Lu , Rui Wang , Xianpeng Ma , Xue Xiao , Yan Zhang , Huizi Jin

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Abstract

Objective

To isolate the phenolic amides from the dried bulbs of Allium chinense and investigate their myocardium protective activities.

Methods

The chemical constituents were isolated and purified by combining with silica gel column, Sephadex LH-20 column, HPLC and other chromatography techniques. Their structures were elucidated by NMR techniques and mass spectrometry. The isolated compounds were evaluated to determine their protective effect for myocardium cells in vitro.

Results

Two new phenolic amides, namely, alichinemide I (1) and alichinemide II (2), and six konwn amides were isolated from the dried bulbs of A. chinense. The structures of compounds 3–8 were identified as 3-indolcarbaldehyde (3), 1-(2-aminophenyl)urea (4), 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (5), N-trans-feruloyltyramine (6), N-trans-p-coumaroyltyramine (7), and N-(3,4-dimethoxyphenethyl) acetamide (8). Compound 3 (50 μmol/L) showed significant inhibitory effect on the damage of H9c2 myocardial cells induced by H₂O₂ in vitro.

Conclusion

Compounds 1 and 2 were new phenolic amides. Compound 3 could be one of the potential myocardium protective constituents of A. chinense.

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两种具有心肌细胞保护作用的葱属新酚类胺

目的分离大蒜干球茎中的酚类胺，研究其心肌保护作用。方法采用硅胶柱、Sephadex LH-20柱、高效液相色谱等色谱技术对其化学成分进行分离纯化。它们的结构经核磁共振和质谱鉴定。体外评价分离得到的化合物对心肌细胞的保护作用。结果从黄芪干鳞茎中分离到2个新的酚类化合物，分别为alichinemide I(1)和alichinemide II(2)，以及6个已知的酚类化合物。化合物3- 8的结构鉴定为3-吲哚醛(3)、1-(2-氨基苯基)尿素(4)、2,3,4,9-四氢- 1h -pyrido[3,4-b]吲哚-3-羧酸(5)、N-反式阿铁酰乙胺(6)、N-反式对coumaroyylyramine(7)和N-(3,4-二甲氧基苯乙基)乙酰胺(8)。化合物3 (50 μmol/L)对H2O2诱导的H9c2心肌细胞损伤有显著抑制作用。结论化合物1、2为新发现的酚类酰胺类化合物。化合物3可能是黄芪潜在的心肌保护成分之一。

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来源期刊

Chinese Herbal Medicines CHEMISTRY, MEDICINAL-

CiteScore

4.40

自引率

5.30%

发文量

629

审稿时长

10 weeks

期刊介绍： Chinese Herbal Medicines is intended to disseminate the latest developments and research progress in traditional and herbal medical sciences to researchers, practitioners, academics and administrators worldwide in the field of traditional and herbal medicines. The journal's international coverage ensures that research and progress from all regions of the world are widely included. CHM is a core journal of Chinese science and technology. The journal entered into the ESCI database in 2017, and then was included in PMC, Scopus and other important international search systems. In 2019, CHM was successfully selected for the “China Science and Technology Journal Excellence Action Plan” project, which has markedly improved its international influence and industry popularity. CHM obtained the first impact factor of 3.8 in Journal Citation Reports (JCR) in 2023.