88038-16-8Relevant articles and documents
Tannins and Related Compounds. LIX. Aesculitannins, Novel Proanthocyanidins with Doubly-Bonded Structures from Aesculus hippocastanum L.
Morimoto, Satoshi,Nonaka, Gen-ichiro,Nishioka, Itsuo
, p. 4717 - 4729 (2007/10/02)
A chemical examination of the seed shells of Aesculus hyppocastanum L.has led to the isolation of proanthocyanidins A-6 (10) and A-7 (11), and aesculitannins A (12), B (13), C (14), D (15), E (16), F (17) and G (18).On the basis of chemical and spectroscopic evidence, proanthocyanidins A-6 (10) and A-7 (11) have been determined to be A-type dimers each possessing a C-4, C-6 interflavanoid linkage, while aesculitannins A (12), B (13), C (14), D (15), E (16), F (17) and G (18) have been characterized as oligomeric proanthocyanidins possessing A-type unit(s) in each molecule.In addition, the presence of (-)-epicatechin (1), proanthocyanidins B-5 (3), A-2 (4), A-4 (5) and C-1 (6), epicatechin-(4β->6)-epicatechin-(4β->6)-epicatechin (7), and cinnamtannins B1 (8) and B2 (9) was also demonstrated Keywords---Aesculus hippocastanum; Hippocastanaceae; aesculitannin; doubly-bonded proanthocyanidin; procyanidin; condensed tannin; flavan-3-ol; thiolytic degradation; epimerization; hydrogen peroxide oxidation
Tannins and Related Compounds. Part 13. Isolation and Structures of Trimeric, Tetrameric, and Pentameric Proanthicyanidins from Cinnamon
Nonaka, Gen-ichiro,Morimoto, Satoshi,Nishioka, Itsuo
, p. 2139 - 2145 (2007/10/02)
A proanthocyanidin trimer, two tetramers, and a pentamer have been isolated in their free phenolic forms from cinnamon, the bark of Cinnamomum zeylanicum (Lauraceae).Partial acid-catalysed degradation of these tannins with phenylmethanethiol, in conjunction with 1H- and 13C-n.m.r. analysis, has unequivocally established their structures as epicatechin-(4β->8, 2β->7)epicatechin-(4α->8)-epicatechin (5); epicatechin-(4β->8)epicatechin-(4β->8, 2β->7)-epicatechin-(4α->8)-epicatechin (6); epicatechin-(4β->6)-epicatechin-(4β->8, 2β->7)-epicatechin-(4α->8)-epicatechin (7); and epicatechin-(4β->8)-epicatechin-(4β->8)epicatechin-(4β->8, 2β->7)-epicatechin-(4α->8)-epicatechin (8).