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Tannins and related compounds. XV. A new class of dimeric flavan-3-ol gallates, theasinensins A and B, and proanthocyanidin gallates from green tea leaf. (1).
Open accessAbstract
Along with four dimeric proanthocyanidin gallates, viz. prodelphinidin B-2 3'-O-gallate (IV) and procyanidins B-2 3, 3'-di-O-gallate (V), B-2 3'-O-gallate (VI) and B-4 3'-O-gallate (VII), two novel dimeric flavan-3-ol gallates (VIII and IX) named theasinensins A and B, in which two flavan units are linked at the B-ring, have been isolated from fresh green tea leaves, and their structures have been established on the basis of spectroscopic evidence in conjunction with enzymatic hydrolyses with tannase. Three new monomeric acylated flavan-3-ols have also been isolated, and their structures were similarly characterized as (-)-epigallocatechin 3-O-p-coumaroate (I), (-)-epigallocatechin 3, 3'-di-O-gallate (II) and (-)-epigallocatechin 3, 4'-di-O-gallate (III). In addition, the occurrence of the known (-)-epicatechin 3-O-gallate (X), (-)-epigallocatechin 3-O-gallate (XI), (+)-catechin (XII), (-)-epicatechin (XIII), (-)-epigallocatechin (XIV) and (-)-epicatechin 3-O-(3-O-methyl)-gallate (XV) in green tea leaves was confirmed.
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Citations
Cited by
Santos-Buelga, C., & Scalbert, A. (2000) · Journal of the Science of Food and Agriculture · doi:10.1002/(sici)1097-0010(20000515)80:7<1094::aid-jsfa569>3.0.co;2-1 · Cited by 1,258
Unravelling the conundrum of tannins in animal nutrition and health
Mueller‐Harvey, I. (2006) · Journal of the Science of Food and Agriculture · doi:10.1002/jsfa.2577 · Cited by 965
Harbowy, M. E., Balentine, D. A., Davies, A. P., & Cai, Y. (1997) · Critical Reviews in Plant Sciences · doi:10.1080/07352689709701956 · Cited by 459
Liang, Y.-C., Lin-shiau, S.-Y., Chen, C.-F., & Lin, J.-K. (1997) · Journal of Cellular Biochemistry · doi:10.1002/(sici)1097-4644(19971001)67:1<55::aid-jcb6>3.0.co;2-v · Cited by 294
Lazarus, S. A., Adamson, G. E., Hammerstone, J. F., & Schmitz, H. H. (1999) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf9813642 · Cited by 263
Metadata
- Authors
- NONAKA, G., KAWAHARA, O., & NISHIOKA, I.
- Venue
- Chemical and Pharmaceutical Bulletin
- Publisher
- Pharmaceutical Society of Japan
- Published
- 1983
- Volume
- 31
- Issue
- 11
- Pages
- 3906-3914
- ISSN
- 0009-2363 (ISSN-L)
- 1347-5223
- OpenAlex
- W2052862045
- Cited by
- 271
- References
- 0
- FWCI
- 1.70
- Type
- journal article
- Language
- en
- Open access
- bronze
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- NONAKA, G., KAWAHARA, O., & NISHIOKA, I. (1983). Tannins and related compounds. XV. A new class of dimeric flavan-3-ol gallates, theasinensins A and B, and proanthocyanidin gallates from green tea leaf. (1). Chemical and Pharmaceutical Bulletin. https://doi.org/10.1248/cpb.31.3906
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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