Prorobinetidin Explained

Prorobinetidins are a type of condensed tannins formed from robinetinidol. They form robinetinidin when depolymerized under oxidative conditions.

Mimosa and quebracho tannins are, according to a comparative 13C NMR study of polyflavonoids, found to be predominantly profisetinidin/prorobinetidin-type tannins.[1]

Stryphnodendron adstringens (the barbatimão), a species of legume found in Brazil, produces prorobinetinidins in its stem bark. These are robinetinidol-(4β → 8)-epigallocatechin, robinetinidol-(4α → 8)-epigallocatechin, robinetinidol-(4β → 8)-epigallocatechin 3-O-gallate, robinetinidol-(4α → 8)-epigallocatechin 3-O-gallate, robinetinidol-(4α → 6)-gallocatechin and robinetinidol-(4α → 6)-epigallocatechin, in addition to the tentatively characterized, robinetinidol [4β → 6(8)]-gallocatechin and robinetinidol-(4α → 8)-gallocatechin.[2] [3]

Notes and References

  1. Antioxidant activities of mangrove Rhizophora apiculata bark extracts. Food Chemistry. 107. 200–207. 10.1016/j.foodchem.2007.08.005. 2008. Rahim. Afidah A. Rocca. Emmanuel. Steinmetz. Jean. Jain Kassim. M. Sani Ibrahim. M. Osman. Hasnah.
  2. http://cat.inist.fr/?aModele=afficheN&cpsidt=3095536 Prorobinetinidins from Stryphnodendron adstringens. Palazzo de Mello J.; Petereit F.; Nahrstedt A., Phytochemistry, 1996.
  3. Influence of tannins from Stryphnodendron adstringens on growth and virulence factors of Candida albicans. Journal of Antimicrobial Chemotherapy. 58. 5. 942–949. 10.1093/jac/dkl377. 16973655. 2006. Ishida. K. De Mello. J. C. P. Cortez. D. A. G. Filho. B. P. D. Ueda-Nakamura. T. Nakamura. C. V.