期刊
JOURNAL OF NATURAL PRODUCTS
卷 79, 期 1, 页码 189-195出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.5b00832
关键词
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资金
- JSPS KAKENHI [25870532, 26460125]
- Grants-in-Aid for Scientific Research [26860066, 26460125, 25870532] Funding Source: KAKEN
Theacitrins A-C are yellow pigments of black tea that are produced by oxidative coupling of gallocatechins, i.e., flavan-3-ols with pyrogallol-type B-rings. However, their stereostructures have not yet been determined. In this study, DFT calculations of NMR chemical shifts of theacitrin C (1) and TDDFT calculations of the ECD spectra of theacitrinin A (5), a degradation product of theacitrin C (1), were used to determine the stereostructure of the theacitrins. Furthermore, the preparation of theacitrins A (4) and C (1) by enzymatic oxidation of an epigallocatechin (7) and epigallocatechin-3-O-gallate (2) mixture confirmed their structural relationship.
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