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Synthesis of Condensed Tannins. Part 7. Angular -Prorobinetinidin Triflavanoids from Black Wattle ('Mimosa') Bark Extract

DOI: 10.1039/P19830000017

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 17 - 22 (1983)

Update date:2022-08-11

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Authors:

Viviers, Phillip M.Viviers, Phillip M.

Botha, Jacobus J.Botha, Jacobus J.

Ferreira, DaneelFerreira, Daneel

Roux, David G.Roux, David G.

Saayman, Henry M.Saayman, Henry M.

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Article abstract of DOI:10.1039/P19830000017

The triflavanoid fraction from the bark extract of the black wattle (Acacia mearnsii) comprises five angular prorobinetinidins with their constituent robinetinidol units <4,6:4,8>-linked to both (+)-catechin and (+)-gallocatechin.Synthetic proof of structure is provided for three bi-<(-)-robinetinidol>-(+)-catechin diastereoisomers.The complete dominance of prorobinetinidins in the higher oligomeric fractions correlates with the faster condensation rate of the parent (+)-leucorobinetinidin with the nucleophilic substrates compared with competing (+)-leucofisetinidin.

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