Production mechanism of proepitheaflagallin, a precursor of benzotropolone-type black tea pigment, derived from epigallocatechin via a bicyclo[3.2.1]octane-type intermediate

Authors :: Matsuo, Yosuke
Tanaka, Takashi
Kouno, Isao
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Mar2009, Vol. 50 Issue 12, p1348-1351. 4p.
Publication Year :: 2009
Abstract: Abstract: An unstable intermediate proepitheaflagallin B (2), a precursor of proepitheaflagallin (3), was isolated as an enzymatic oxidation product of (−)-epigallocatechin (1), and the structure of 2 was determined based on spectroscopic data. The structure and its decomposition revealed that the detailed production mechanism of proepitheaflagallin (3) via a bicyclo[3.2.1]octane-type intermediate was related to that of major black tea pigments, theaflavins. [Copyright &y& Elsevier]

Subjects :: *PLANT pigments
*TEA
*OXIDATION
*HETEROCYCLIC compounds
*CYCLOALKANES
*CHEMICAL reactions
*CHEMICAL structure

Language :: English
ISSN :: 00404039
Volume :: 50
Issue :: 12
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 36388473
Full Text :: https://doi.org/10.1016/j.tetlet.2009.01.030

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