Procyanidin B6
| Procyanidin B6 | ||
|---|---|---|
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| Other names Procyanidin B6 | ||
| Identifiers | ||
| PubChem | 474540 | |
| ChemSpider | 416635 | |
| ChEBI | CHEBI:75619 | |
| Jmol-3D images | {{#if:Oc1ccc(cc1O)[C@H]5Oc6cc(O)c([C@@H]3c2c(cc(O)cc2O)O[C@@H]([C@H]3O)c4ccc(O)c(O)c4)c(O)c6C[C@@H]5O|Image 1 | |
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| Properties | ||
| Molecular formula | C30H26O12 | |
| Molar mass | 578.52 g/mol | |
 (verify) (what is: / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | ||
| Infobox references | ||
Procyanidin B6 is a B type proanthocyanidin.
Procyanidin B6 is a catechin-(4α→6)-catechin dimer. It can be found in grape seeds[1] and in beer.[2]
Chemical synthesis
Molar equivalents of synthetic (2R,3S,4R or S)-leucocyanidin and (+)-catechin condense with exceptional rapidity at pH 5 under ambient conditions to give the all-trans-[4,8]- and [4,6]-bi-[(+)-catechins] (procyanidins B3 and B6) the all-trans-[4,8:4,8]- and [4,8:4,6]-tri-[(+)-catechins] (procyanidin C2 and isomer).[3]
References
- ↑ Procyanidin dimers and trimers from grape seeds. Jorge M. Ricardo da Silva, Jacques Rigaud, Véronique Cheynier, Annie Cheminat and Michel Moutounet, 1991
- ↑ Structure elucidation of proanthocyanidins: Direct synthesis and isolation from Pilsener beer. Jan Delcour, 1985
- ↑ Synthesis of condensed tannins. Part 9. The condensation sequence of leucocyanidin with (+)-catechin and with the resultant procyanidins. Jan. A. Delcour, Daneel Ferreira and David G. Roux, J. Chem. Soc., Perkin Trans. 1, 1983, pages 1711-1717, doi:10.1039/P19830001711
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