Antioxidant and anti-inflammatory neolignans from the seeds of hawthorn

Ying Peng; Li-Li Lou; Si-Fan Liu; Le Zhou; Xiao-Xiao Huang; Shao-Jiang Song

doi:10.1016/j.bmcl.2016.10.012

Antioxidant and anti-inflammatory neolignans from the seeds of hawthorn

Bioorg Med Chem Lett. 2016 Nov 15;26(22):5501-5506. doi: 10.1016/j.bmcl.2016.10.012. Epub 2016 Oct 7.

Authors

Ying Peng¹, Li-Li Lou², Si-Fan Liu², Le Zhou², Xiao-Xiao Huang³, Shao-Jiang Song⁴

Affiliations

¹ School of Pharmacy, Shenyang Pharmaceutical University, PR China.
² Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenyang 110016, PR China; Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, PR China.
³ Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenyang 110016, PR China; Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, PR China. Electronic address: xiaoxiao270@163.com.
⁴ Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenyang 110016, PR China; Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, PR China. Electronic address: songsj99@163.com.

PMID: 27765508
DOI: 10.1016/j.bmcl.2016.10.012

Abstract

Seven new neolignans (1-2, 7-11) and five known compounds (3-6, 12) were isolated from the 70% EtOH extract of hawthorn seeds. Their structures were determined by spectroscopic analyses. The antioxidant and anti-inflammatory activities of all the isolates were investigated. Most of the isolates showed moderate radical scavenging activity in the DPPH assay and significant activities in the ABTS and FRAP assays. Furthermore, compounds 7-12 exhibited marked nitric oxide (NO) inhibition and compounds 1-4 had a potent necrosis factor-α (TNF-α) inhibitory effect. The results we obtained showed that hawthorn seeds can be regarded as a potential new and cheap source of antioxidants and inflammation inhibitors.

Keywords: Anti-inflammatory; Antioxidant; Crataegus pinnatifida; Hawthorn; Neolignan; Seeds.

Publication types

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

MeSH terms

Animals
Anti-Inflammatory Agents / chemistry*
Anti-Inflammatory Agents / isolation & purification
Anti-Inflammatory Agents / pharmacology*
Antioxidants / chemistry*
Antioxidants / isolation & purification
Antioxidants / pharmacology*
Benzothiazoles / chemistry
Biphenyl Compounds / chemistry
Crataegus / chemistry*
Lignans / chemistry*
Lignans / isolation & purification
Lignans / pharmacology*
Mice
Nitric Oxide / antagonists & inhibitors
Picrates / chemistry
Plant Extracts / chemistry
Plant Extracts / pharmacology
RAW 264.7 Cells
Seeds / chemistry
Sulfonic Acids / chemistry
Tumor Necrosis Factor-alpha / antagonists & inhibitors

Substances

Anti-Inflammatory Agents
Antioxidants
Benzothiazoles
Biphenyl Compounds
Lignans
Picrates
Plant Extracts
Sulfonic Acids
Tumor Necrosis Factor-alpha
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
Nitric Oxide
1,1-diphenyl-2-picrylhydrazyl