During the enzymatic oxidation of
black tea, flavan-3-ols undergo
a complicated chemical transformation and generate theaflavins and
thearubigins. So far, the oxidation mechanism of flavan-3-ols has
not been clarified. Liquid chromatography–tandem mass spectrometry-based
metabolomics combined with o-quinone intermediates
captured by o-phenylenediamine was developed and
successfully applied in the liquid incubation of fresh tea homogenates.
During the oxidation, the contents of catechins continuously decreased,
while theaflavins increased first but decreased subsequently at the
end of incubation. Meanwhile, the content of thearubigins greatly
increased at the late stage of incubation. Dehydrotheasinensins were
accumulated at the end of oxidation along with the decrease of theasinensins.
Through o-phenylenediamine derivation, several adducts
of (−)-epigallocatechin gallate, (−)-epigallocatechin,
theasinensins A, B, C, and D, and corresponding dehydrotheasinensins
were identified, which were considered as the substrates of thearubigins.
These results suggested that theaflavins and these oxidation products
contributed to the formation of thearubigins.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.