Procyanidin B2 Explained

Procyanidin B2 is a B type proanthocyanidin. Its structure is (−)-Epicatechin-(4β→8)-(−)-epicatechin.

Procyanidin B2 can be found in Cinchona pubescens (Chinchona: in the rind, bark, and cortex), in Cinnamomum verum (Ceylon cinnamon: in the rind, bark, and cortex), in Crataegus monogyna (Common hawthorn: in the flower and blossom), in Uncaria guianensis (Cat's claw: in the root), in Vitis vinifera (Common grape vine: in the leaf),^[1] in Litchi chinensis (litchi: in the pericarp),^[2] in the apple,^[3] and in Ecdysanthera utilis.^[4]

Procyanidin B2 can be converted into procyanidin A2 by radical oxidation using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals under neutral conditions.^[5]

Procyanidin B2 has been shown to inhibit the formation of the advanced glycation end-products pentosidine, carboxymethyllysine (CML), and methylglyoxal (MGO).^[6]

See also

• Phenolic content in wine

Notes and References

1. http://www.liberherbarum.com/Minor/UK/IN2972.htm Proanthocyanidin-B2 on liberherbarum.com
2. http://cat.inist.fr/?aModele=afficheN&cpsidt=18403041 Immunomodulatory and anticancer activities of flavonoids extracted from litchi (Litchi chinensis Sonn.) pericarp. Mouming Zhao; Bao Yang; Jinshui Wang; Yang Liu; Limei Yu; Yueming Jiang, 2007
3. http://www.fuzing.com/vli/0020916c1226/Apple-Polyphenols.70HPLC.-Apple-Proanthocyanidins-Apple-Proanthocyanidin-B2-.-M.-F.-Molecular-FormulaC30H26O12. Proanthocyanidin-B2 on fuzing.com
4. 10.1021/np010414l . 65 . 4 . Immunomodulatory Proanthocyanidins from Ecdysanthera u tilis . 2002 . Journal of Natural Products . 505–508 . Lin LC . 11975489.
5. 10.1016/S0040-4039(99)02097-3 . 41 . Conversion of procyanidin B-type (catechin dimer) to A-type: evidence for abstraction of C-2 hydrogen in catechin during radical oxidation . 2000 . Tetrahedron Letters . 485–488 . Kondo K. 4 .
6. Peng X, Ma J, Chao J, Sun Z, Chang RC, Tse I, Li ET, Chen F, Wang M . Beneficial effects of cinnamon proanthocyanidins on the formation of specific advanced glycation endproducts and methylglyoxal-induced impairment on glucose consumption. Journal of Agricultural and Food Chemistry . 58 . 11 . 2010 . 6692–6696 . 20476737 . 10.1021/jf100538t.