117479-75-1Relevant academic research and scientific papers
OLIGOMERIC FLAVANOIDS. PART 13. SYNTHESIS OF PROFISETINIDINS BASED ON (-)-ROBINETINIDOL AND (+)-EPIFISETINIDOL
Malan, Johannes C. S.,Steenkamp, Jacobus A.,Young, Desmond A.,Ferreira, Daneel
, p. 7859 - 7868 (2007/10/02)
Acid-catalyzed condensation of (+)-mollisacacidin with an excess of (-)-robinetinidol afforded a novel series of bi-, tri-, and tetraflavanoid profisetinidins.They are accompanied by (-)-fisetinidol-(4α,2')-(-)-robinetinidol which results from the pyrogallol B-ring of (-)-robinetinidol serving as nucleophile competing with its resorcinol A-ring in coupling with a C-4 carbocationic intermediate.Similar condensation with (+)-epifisetinidol led to the exclusive formation of -interflavanyl bonds, these units being 'linearly' arranged in the tetraflavanoid analogue in contrast to the 'branched' nature of the (-)-robinetinidol homologue.
Oligomeric Flavanoids. Part 2. The first Profisetinidins with Dihydroflavonol Constituent Units
Malan, Johannes C. S.,Young, Desmond A.,Steenkamp, Jacobus A.,Ferreira, Daneel
, p. 2567 - 2572 (2007/10/02)
The range of naturally occuring profisetinidins is extended by characterisation of the first (-)-fisetinidol-(-)-robinetinidol dimer and of a novel analogue based on the 3-O-galloyl ester of (+)-catechin.These metabolites are accompanied by (-)-fisetinidol-(4α,2')-robinetin, (-)-fisetinidol-(4α,6)-(+)-taxifolin, and (-)-fisetinidol-(4α,6)- and (4β,6)-ampelopsins.The latter three compounds are representative of the first natural profisetinidins with dihydroflavonols as constituent units.
