51196-38-4Relevant academic research and scientific papers
Deuterium labeled procyanidin syntheses
Pierre, Marie-Clotilde,Cheze, Catherine,Vercauteren, Joseph
, p. 5639 - 5642 (1997)
Deuterium-labeled procyanidins have been prepared by hemisynthesis from taxifolin in order to investigate their metabolism in human. The structures of the desired deuterated natural compounds B3 10D (R1 = D, R2 = H) and B4 13D (R1 = D, R2 = H) were proven by spectroscopic and physical properties means, including 2H NMR spectrum. By-products with unatural absolute configuration at some centers were also formed along the process and were characterised.
Synthesis of Condensed Tannins. Part 13. The First 2,3-trans-3,4-cis-Procyanidins: Sequence of Units in a 'Trimer' of Mixed Stereochemistry
Delcour, Jan A.,Serneels, Edward J.,Ferreira, Daneel,Roux, David G.
, p. 669 - 676 (2007/10/02)
The condensation of (+)-leucocyanidin with (-)-epicatechin initiates a succession of substitutions leading mainly to the introduction of -2,3-trans-3,4-procyanidin units, but also to the incorporation of 'terminal' moieties which possess the hitherto unique 3,4-cis-procyanidin configuration.The bonding patterns in the products, and also the sequence of units in one of the 'trimers' of mixed stereochemistry, are resolved by (1)H n.m.r. spectroscopy through selective use of solvents at elevated temperatures.
