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来自……的七种新型3,4-二氢呋喃香豆素衍生物。 (原文不完整,此为根据现有内容的翻译)

Seven new 3,4-dihydro-furanocoumarin derivatives from .

作者信息

Wang Yang, Shi Fanyu, Lu Zihan, Zhang Mingliang, Zhang Zekun, Jia Fangfang, Zhang Beibei, Ouyang Lishan, Zhu Zhixiang, Shi Shepo

机构信息

Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 102401, China.

Gaoping Chinese Medicine Hospital, Gaoping 048400, China.

出版信息

Chin Herb Med. 2023 Mar 24;15(3):457-462. doi: 10.1016/j.chmed.2023.02.001. eCollection 2023 Jul.

Abstract

OBJECTIVE

To study the chemical constituents of the roots of , a well-known Chinese herbal medicine named Baizhi in Chinese.

METHODS

Compounds were separated by various chromatographies, and the structures of new compounds were elucidated based on the analysis of their spectroscopic and spectrometric data (1D, 2D NMR, HRESI MS, IR, and UV). The absolute configurations of new compounds were determined by the calculated electronic circular dichroism and chemical derivatization. The inhibitory activities of all isolates against nitric oxide (NO) production were evaluated using lipopolysaccharide-activated RAW 264.7 macrophage cells.

RESULTS

Seven new 3,4-dihydro-furanocoumarin derivatives (/, /, /, ) together with a known furanocoumarin () were isolated from the roots of . The new compounds included three pairs of enantiomers, (4, 2'')-angelicadin A ()/(4, 2'')-angelicadin A (), (4, 2'')-angelicadin A ()/(4, 2'')-angelicadin A (), and (4, 2'')-secoangelicadin A ()/(4, 2'')-secoangelicadin A (), together with (4, 2'')-secoangelicadin A methyl ester (). The known xanthotoxol ( inhibited the NO production with the half-maximal inhibitory concentration (IC) value of (32.8 ± 0.8) µmol/L, but all the new compounds showed no inhibitory activities at the concentration of 100 µmol/L.

CONCLUSION

This is the first report of the discovery of 3,4-dihydro-furanocoumarins from . The results are not only meaningful for the understanding of the chemical constituents of , but also enrich the reservoir of natural products.

摘要

目的

研究中药白芷根的化学成分。

方法

采用多种色谱法分离化合物,通过对其光谱和波谱数据(一维、二维核磁共振、高分辨电喷雾电离质谱、红外光谱和紫外光谱)的分析阐明新化合物的结构。通过计算电子圆二色性和化学衍生化确定新化合物的绝对构型。使用脂多糖激活的RAW 264.7巨噬细胞评估所有分离物对一氧化氮(NO)产生的抑制活性。

结果

从白芷根中分离出7个新的3,4-二氢呋喃香豆素衍生物(/, /, /, )以及1个已知的呋喃香豆素()。新化合物包括三对对映体,即(4, 2'')-当归苷A ()/(4, 2'')-当归苷A (), (4, 2'')-当归苷A ()/(4, 2'')-当归苷A (), 以及(4, 2'')-裂当归苷A ()/(4, 2'')-裂当归苷A (), 还有(4, 2'')-裂当归苷A甲酯()。已知的花椒毒素()抑制NO产生的半数最大抑制浓度(IC)值为(32.8 ± 0.8) μmol/L,但所有新化合物在100 μmol/L浓度下均无抑制活性。

结论

这是首次从白芷中发现3,4-二氢呋喃香豆素的报道。该结果不仅对白芷化学成分的认识具有重要意义,也丰富了天然产物库。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f85/10394322/402d569b2425/gr1.jpg

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