219781-79-0

Upstream product

• 219781-77-8 methyl 3-benzyloxy-1,2-dioxocyclohexa-3,5-diene-5-carboxylate 
• 79831-86-0 methyl 3-(benzyloxy)-4,5-dihydroxybenzoate 
• 219781-78-9 methyl 3,4,5-tribenzyloxy-2-(2,3-dibenzyloxy-5-methoxycarbonylphenoxy)benzoate 

Relevant academic research and scientific papers

Gallotannins and ellagitannins as regulators of cytokine release

A means and method for increasing or inhibiting the secretion of cytokines using gallotannins and ellagitannins is described. The preferred cytokine release inhibiting compounds are dimeric gallotannins having a linker molecule that misaligns the carbohydrate cores of the compounds. The preferred cytokine release promoting gallotannins and ellagitannins include a diaryl ether linker unit. In comparison to the more structurally complex ellagitannins, the compounds of this invention are structurally simpler, easier to synthesize, and more potent.

Ellagitannin chemistry. Syntheses of tellimagrandin II and a dehydrodigalloyl ether-containing dimeric gallotannin analogue of coriariin A

The first chemical synthesis of the naturally occurring ellagitannin tellimagrandin II is reported. Key steps of the synthesis include the atropselective oxidative coupling of suitably protected galloyl rings at the O(4) and O(6) positions of a glucopyranose core, and the stereoselective acylation of the derived anomeric alcohol with a galloyl chloride. In addition, the synthesis of a novel gallotannin-ellagitannin hybrid is described. This dimeric construct relied on a hetero-Diels-Alder cycloaddition/reductive rearrangement sequence to deliver the intact skeleton from a monomeric pentagalloylglucose-based orthoquinone.