posted on 2018-07-05, 00:00authored byJian Cheng, Fei-Hua Wu, Pu Wang, Jia-Ping Ke, Xiao-Chun Wan, Ming-Hua Qiu, Guan-Hu Bao
Chinese
Xi-Gui tea is one ancient cultivated variety of Camellia sinensis var. assamica. At present,
it is used for producing expensive and elite tea in China. Five new
flavoalkaloids, (−)-6-(5′′′S)-N-ethyl-2-pyrrolidinone-epicatechin-3-O-gallate (ester-type catechins pyrrolidinone E, etc-pyrrolidinone
E, 1), (−)-6-(5′′′R)-N-ethyl-2-pyrrolidinone-epicatechin-3-O-gallate (etc-pyrrolidinone F, 2) (−)-8-(5′′′S)-N-ethyl-2-pyrrolidinone-epicatechin-3-O-gallate (etc-pyrrolidinone G, 3a), (−)-8-(5′′′S)-N-ethyl-2-pyrrolidinone-catechin-3-O-gallate (etc-pyrrolidinone I, 4a), (−)-8-(5′′′R)-N-ethyl-2-pyrrolidinone-catechin-3-O-gallate (etc-pyrrolidinone J, 4b), and one
new naturally occurring natural product (−)-8-(5′′′R)-N-ethyl-2-pyrrolidinone-epicatechin-3-O-gallate (etc-pyrrolidinone H, 3b) together
with the known flavoalkaloids etc-pyrrolidinones A–D (5, 6, 7a, and 7b) were
detected and isolated from Xi-Gui green tea. Their structures were
identified by comprehensive NMR spectroscopic analyses. Absolute configurations
of 1–3 were established by comparison
of the CD analyses with epicatechin-3-O-gallate (ECG).
Compounds 1–4 were evaluated for
their protection against high glucose induced cell senescence on human
umbilical vein endothelia cells (HUVECs) and showed significant protection
effects (p < 0.01) at both 1.0 and 10 μM.
A discussion on the possible evolution of tea plants divergent from
related food plants on the basis of phytochemical view is also provided.