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1,5-二咖啡酰奎宁酸,一种来自川木香根的α-葡萄糖苷酶抑制剂。

1, 5-dicaffeoylquinic acid, an α-glucosidase inhibitor from the root of D. Don.

作者信息

Etemadi-Tajbakhsh Nikdokht, Faramarzi Mohammad-Ali, Delnavazi Mohammad-Reza

机构信息

Department of Pharmacognosy, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, I.R. Iran.

Department of Medicinal Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, I.R. Iran.

出版信息

Res Pharm Sci. 2020 Oct 19;15(5):429-436. doi: 10.4103/1735-5362.297845. eCollection 2020 Oct.

DOI:10.4103/1735-5362.297845
PMID:33628284
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7879791/
Abstract

BACKGROUND AND PURPOSE

D. Don (Apiaceae family) is a perennial plant whose oleo- gum resin is used as a natural remedy for various diseases, especially chronic bronchitis, and asthma. In the present study, hydromethanolic extract of root was subjected to phytochemical analyses and α-glucosidase inhibitory potentials of the isolated compounds were assessed.

EXPERIMENTAL APPROACH

Silica gel (normal and reversed phases) and Sephadex LH-20 column chromatographies were used for the isolation and purification of the compounds. Structures of the compounds were characterized by 1D and 2D nuclear magnetic resonance (NMR) techniques. All the isolated compounds were assessed for their α-glucosidase inhibitory activity in comparison with acarbose, a standard drug.

FINDINGS/RESULTS: Two phloroacetophenone glycosides; echisoside () and pleoside (), along with dihydroferulic acid-4-O-β-D-glucopyranoside (), and β-resorcylic acid (), and two caffeoylquinic acid derivatives; chlorogenic acid () and 1, 5-dicaffeoylquinic acid (cynarin, ) were isolated. Among the isolated compounds, the α-glucosidase inhibitory effect of 1,5-dicaffeoylquinic acid was found as 76.9% of the acarbose activity at 750 μM (IC value of acarbose).

CONCLUSION AND IMPLICATIONS

Considerable α-glucosidase inhibitory effect of 1,5-dicaffeoylquinic acid makes it an appropriate candidate for further studies in the development of new natural antidiabetic drugs.

摘要

背景与目的

D. Don(伞形科)是一种多年生植物,其油胶树脂被用作治疗各种疾病的天然药物,尤其是慢性支气管炎和哮喘。在本研究中,对根部的氢甲醇提取物进行了植物化学分析,并评估了分离化合物的α - 葡萄糖苷酶抑制潜力。

实验方法

采用硅胶(正相和反相)和葡聚糖LH - 20柱色谱法分离和纯化化合物。通过一维和二维核磁共振(NMR)技术对化合物的结构进行表征。与标准药物阿卡波糖相比,评估所有分离化合物的α - 葡萄糖苷酶抑制活性。

研究结果

分离得到两种氯乙酰苯糖苷;echisoside()和pleoside(),以及二氢阿魏酸 - 4 - O - β - D - 吡喃葡萄糖苷()、β - 间苯二酚酸(),还有两种咖啡酰奎宁酸衍生物;绿原酸()和1,5 - 二咖啡酰奎宁酸(洋蓟素,)。在分离得到的化合物中,发现1,5 - 二咖啡酰奎宁酸在750μM时的α - 葡萄糖苷酶抑制作用为阿卡波糖活性的76.9%(阿卡波糖的IC值)。

结论与意义

1,5 - 二咖啡酰奎宁酸具有显著的α - 葡萄糖苷酶抑制作用,使其成为开发新型天然抗糖尿病药物进一步研究的合适候选物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85a0/7879791/91e43a2f22c9/RPS-15-429-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85a0/7879791/2d482f3bf3eb/RPS-15-429-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85a0/7879791/91e43a2f22c9/RPS-15-429-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85a0/7879791/2d482f3bf3eb/RPS-15-429-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85a0/7879791/91e43a2f22c9/RPS-15-429-g002.jpg

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