| Literature DB >> 24360830 |
Quan V Vo1, Craige Trenerry2, Simone Rochfort3, Jenny Wadeson4, Carolina Leyton4, Andrew B Hughes5.
Abstract
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-α secretion in LPS-stimulated THP-1 cells. The data showed that glucobrassicin (GB) exhibited higher activity than other synthetic indolyl GLs.Entities:
Keywords: 1,2-dimethoxyethane; 1,5-diazabicyclo [5.4.0]undecene; 4-methoxyglucobrassicin; Anti-inflammatory; Brassica; DBU; DCM; DME; DMF; DMF.DMA; ELISA; ESI; FTMS; Fourier transform mass spectrometry; GB; GLs; Glucobrassicin; HESI; HRMS; IR; Indole glucosinolates; LPS; MGB; MS; N,N-dimethylformamide; N-chlorosuccinimide; NCS; NGB; NMR; PMA; THF; TLC; TNF-α; TOMAC; UV; dichloromethane; dimethylformamide dimethyl acetal; electrospray ionization; enzyme-linked immunosorbent assay; glucobrassicin; glucosinolates; heated electrospray ionization; high resolution mass spectrometry; infra-red; lipopolysaccharides; mass spectrometry; neo-glucobrassicin; nuclear magnetic resonance; phorbol-12-myristate-13-acetate; tetrahydrofuran; thin layer chromatography; tri(n-octyl)methyl ammonium chloride; tumor necrosis factor alpha; ultra-violet
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Year: 2013 PMID： 24360830 DOI： 10.1016/j.bmc.2013.12.003
Source DB: PubMed Journal: Bioorg Med Chem ISSN： 0968-0896 Impact factor: 3.641