Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Tannins and Related Compounds. XXXI. Isolation and Characterization of Proanthocyanidins in Kandelia candel (L.) DRUCE
FENGLIN HSUGENICHIRO NONAKAITSUO NISHIOKA
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Keywords: thiolytic cleavage
JOURNAL FREE ACCESS

1985 Volume 33 Issue 8 Pages 3142-3152

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Abstract

Together with propelargonidin dimers (14, 15 and 16), and procyanidin trimers (23, 24 and 25) of common types, two novel proanthocyanidin dimers, kandelins A-1 (12) and A-2 (13), and four trimers, kandelins B-1 (19), B-2 (20), B-3 (21) and B-4 (22), which all contain a phenylpropanoid substituent in the upper flavan unit, have been isolated from the bark of Kandelia candel (L.) DRUCE (Rhizophoraceae). Spectroscopic evidence combined with chemical studies involving acid-catalyzed thiolytic degradation permitted the assignment of their structures. The presence in this plant source of flavan-3-ols, (+)-afzelechin (2), (+)-catechin (3), (-)-epicatechin (4) and (+)-gallocatechin (5), known proanthocyanidins B-1 (8), B-2 (9), C-1 (17) and trimer (18), and cinchonains Ia (6), Ib (7), IIa (10) and IIb (11) was also demonstrated.

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