109671-60-5Relevant academic research and scientific papers
Synthesis of Condensed Tannins. Part 17. Oligomeric (2R,3S)-3,3',4',7,8-Pentahydroxyflavans: Atropisomerism and Conformation of Biphenyl and m-Terphenyl Analogues from Prosopis glandulosa ('Mesquite')
Young, Esme,Brandt, Edward V.,Young, Desmond A.,Ferreira, Daneel,Roux, David G.
, p. 1737 - 1750 (2007/10/02)
(2R,3S)-2,3-trans-3',4',7,8-Tetrahydroxyflavan-3-ol , the predominant metabolite in the heartwood of Prosopis glandulosa, represents a putative precursor of a variety of oligomers, including conventional - and -biflavan-3-ols, a -1,3-diarylpropylflavan-3-ol, - and atropisomeric -biphenyl-type biflavan-3-ols, and -m-terphenyl-type triflavan-3-ols.Other participants in these condensations are mainly (+)-catechin, and also the flavan-3,4-diol analogue of (+)-mesquitol.Oligomeric structures were confirmed by biomimetic oxidative and acid-induced couplings, and by nuclear Overhauser effect difference spectroscopy.These applications enabled correction of previous structural assignments for atropisomeric -(+)-mesquitol-(+)-catechins and -bis--(+)-catechins, and determination of their conformations.
