Characterization of a highly polymeric proanthocyanidin fraction from persimmon pulp with strong Chinese cobra PLA2 inhibition effects

Fitoterapia. 2012 Jan;83(1):153-60. doi: 10.1016/j.fitote.2011.10.005. Epub 2011 Oct 20.

Abstract

Persimmon proanthocyanidin was fractionated on Toyopearl TSK-HW-50-F to yield a fraction with strong inhibition on the catalytic activity and edema-inducing activity and lethality of Chinese cobra PLA(2). Thiolysis suggested that the terminal units included C, EGCG and myricetin, and epicatechin, epigallocatechin, (epi)gallocatechin-3-O-gallate, and (epi)catechin-3-O-gallate occurred as extender units. The mean degree of polymerization was 23.7. MALDI TOF/MS, thioly-HPLC, FTIR and circular dichroism (CD) analyses showed that the fraction had high prodelphinidin content (55%) and a very high degree of 3-O-galloylation (92%). A type linkage is dominant in it and it had 4β linkage of the flavanyl substituent and 4R absolute configuration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Diospyros / chemistry*
  • Elapidae / physiology
  • Female
  • Fruit / chemistry*
  • Inflammation / chemically induced
  • Inflammation / drug therapy
  • Male
  • Mice
  • Molecular Structure
  • Phospholipase A2 Inhibitors*
  • Plant Exudates / chemistry
  • Plant Exudates / pharmacology
  • Polymers / chemistry
  • Polymers / pharmacology*
  • Proanthocyanidins / chemistry
  • Proanthocyanidins / pharmacology*
  • Rats
  • Reptilian Proteins / antagonists & inhibitors
  • Snake Venoms / chemistry

Substances

  • Anti-Inflammatory Agents
  • Phospholipase A2 Inhibitors
  • Plant Exudates
  • Polymers
  • Proanthocyanidins
  • Reptilian Proteins
  • Snake Venoms