Synthesis and anti-inflammatory activity of indole glucosinolates

被引：41
|
作者：
Vo, Quan V. [1 ]
Trenerry, Craige [2 ]
Rochfort, Simone [3 ,4 ]
Wadeson, Jenny [3 ]
Leyton, Carolina [3 ]
Hughes, Andrew B. [1 ]
机构：
[1] La Trobe Univ, Dept Chem, Bundoora, Vic 3086, Australia
[2] Knoxfield Ctr, Dept Primary Ind, Knoxfield 3180, Australia
[3] Victorian AgriBiosci Ctr, Dept Primary Ind, Bundoora, Vic 3083, Australia
[4] La Trobe Univ, Bundoora, Vic 3086, Australia
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2014年 / 22卷 / 02期
关键词：
Indole glucosinolates; Anti-inflammatory; Brassica; TNF-alpha; Glucobrassicin; 1-METHOXYINDOLES; CHEMISTRY;
D O I：
10.1016/j.bmc.2013.12.003
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The nitronate and nitrovinyl methods to synthesize indole glucosinolates (GLs) have been investigated. The results were applied to generally the most prevalent natural indole glucosinolates to synthesize 4-methoxyglucobrassicin (MGB) and neo-glucobrassicin (NGB) in moderate overall yield for the first time. The anti-inflammatory activity of the synthetic indole GLs was determined by inhibition of TNF-alpha secretion in LPS-stimulated THP-1 cells. The data showed that glucobrassicin (GB) exhibited higher activity than other synthetic indolyl GLs. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：856 / 864
页数：9
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