Synthesis and anti-inflammatory activity of indole glucosinolates

…, C Trenerry, S Rochfort, J Wadeson, C Leyton…

Index: Vo, Quan V.; Trenerry, Craige; Rochfort, Simone; Wadeson, Jenny; Leyton, Carolina; Hughes, Andrew B. Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 2 p. 856 - 864

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Citation Number: 6

Abstract

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 ...