1 research outputs found
Novel l‑Cysteine Incomplete Degradation Method for Preparation of Procyanidin B2-3′‑<i>O</i>‑Gallate and Exploration of its <i>in Vitro</i> Anti-inflammatory Activity and <i>in Vivo</i> Tissue Distribution
In
this study, an effective method for preparation of
bioactive
galloylated procyanidin B2-3′-O-gallate (B2-3′-G)
was first developed by incomplete depolymerization of grape seed polymeric
procyanidins (PPCs) using l-cysteine (Cys) in the presence
of citric acid. The structure–activity relationship of B2-3′-G
was further evaluated in vitro through establishing
lipopolysaccharide (LPS)-induced inflammation in RAW264.7 cells. The
results suggested that the better protective effects of B2-3′-G
against inflammation were attributed to its polymerization degree
and the introduction of the galloyl group, compared to its four corresponding
structural units. In vivo experiments demonstrated
that the B2-3′-G prototype was distributed in plasma, small
intestine, liver, lung, and brain. Remarkably, B2-3′-G was
able to penetrate the blood–brain barrier and appeared to play
an important role in improving brain health. Furthermore, a total
of 18 metabolites were identified in tissues. Potential metabolic
pathways, including reduction, methylation, hydration, desaturation,
glucuronide conjugation, and sulfation, were suggested