Isolation of triterpenoid saponins from Medicago sativa L. with neuroprotective activities

Danqi Li; Da Liu; Mengchao Lv; Pinyi Gao; Xuegui Liu

doi:10.1016/j.bmcl.2020.126956

Isolation of triterpenoid saponins from Medicago sativa L. with neuroprotective activities

Bioorg Med Chem Lett. 2020 Feb 15;30(4):126956. doi: 10.1016/j.bmcl.2020.126956. Epub 2020 Jan 7.

Authors

Danqi Li¹, Da Liu², Mengchao Lv², Pinyi Gao³, Xuegui Liu⁴

Affiliations

¹ Institute of Functional Molecules, Liaoning Province Key Laboratory of Green Functional Molecular Design and Development, Shenyang Key Laboratory of Targeted Pesticides, Shenyang University of Chemical Technology, Shenyang 110142, Liaoning, PR China.
² Institute of Functional Molecules, Liaoning Province Key Laboratory of Green Functional Molecular Design and Development, Shenyang Key Laboratory of Targeted Pesticides, Shenyang University of Chemical Technology, Shenyang 110142, Liaoning, PR China; College of Pharmaceutical and Biological Engineering, Shenyang University of Chemical Technology, Shenyang 110142, Liaoning, PR China.
³ Institute of Functional Molecules, Liaoning Province Key Laboratory of Green Functional Molecular Design and Development, Shenyang Key Laboratory of Targeted Pesticides, Shenyang University of Chemical Technology, Shenyang 110142, Liaoning, PR China; College of Pharmaceutical and Biological Engineering, Shenyang University of Chemical Technology, Shenyang 110142, Liaoning, PR China. Electronic address: gpy1981@163.com.
⁴ Institute of Functional Molecules, Liaoning Province Key Laboratory of Green Functional Molecular Design and Development, Shenyang Key Laboratory of Targeted Pesticides, Shenyang University of Chemical Technology, Shenyang 110142, Liaoning, PR China; College of Pharmaceutical and Biological Engineering, Shenyang University of Chemical Technology, Shenyang 110142, Liaoning, PR China. Electronic address: liuxuegui@syuct.edu.cn.

PMID: 31932222
DOI: 10.1016/j.bmcl.2020.126956

Abstract

Three new pentacyclic triterpenoid saponins (1-3), together with medicagenic acid (4) were isolated and purified from 70% EtOH extract of Medicago sativa L. by different column chromatographic and semi-preparative HPLC. Their structures were established by direct interpretation of their spectral data, mainly HR-ESI-MS, 1D-NMR, 2D-NMR, and chemical methods, as well as comparison with literature data. Additionally, all isolates were evaluated for their neuroprotective activities against H₂O₂-induced damage in human neuroblastoma SHSY5Y cells. As a results, compounds 1 and 2 (67.14% and 73.05%) exhibited potent neuroprotective activities. These findings provide new insights into developing better treatment of neurodegenerative diseases for M. sativa in the future.

Keywords: Medicago sativa L.; Neuroprotective effects; SH-SY5Y; Triterpenoid saponins.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Line, Tumor
Cell Survival / drug effects
Humans
Hydrogen Peroxide / toxicity
Magnetic Resonance Spectroscopy
Mass Spectrometry
Medicago sativa / chemistry*
Medicago sativa / metabolism
Molecular Conformation
Neuroprotective Agents / chemistry*
Neuroprotective Agents / isolation & purification
Neuroprotective Agents / pharmacology
Plant Leaves / chemistry
Plant Leaves / metabolism
Saponins / chemistry*
Saponins / isolation & purification
Saponins / pharmacology
Triterpenes / chemistry*
Triterpenes / isolation & purification
Triterpenes / pharmacology

Substances

Neuroprotective Agents
Saponins
Triterpenes
Hydrogen Peroxide