Next Article in Journal
Sesquiterpenoids from Chinese Agarwood Induced by Artificial Holing
Previous Article in Journal
Application of Ionic Liquids in Pot-in-Pot Reactions
 
 
Article

Structure Determination of Novel Oxidation Products from Epicatechin: Thearubigin-Like Molecules

Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Molecules 2016, 21(3), 273; https://doi.org/10.3390/molecules21030273
Received: 29 January 2016 / Revised: 20 February 2016 / Accepted: 23 February 2016 / Published: 26 February 2016
(This article belongs to the Section Natural Products Chemistry)
Following the oxidation of epicatechin (EC), three novel compounds and two known compounds were isolated. The chemical structures of these oxidation products were determined by mass spectrometry (MS) and various nuclear magnetic resonance (NMR) experiments, and the A-ring–B-ring linkage that is characteristic of catechin was found in each molecule. Three compounds showed similar ultraviolet–visible (UV-Vis) spectra to EC, whereas two compounds showed different spectral absorption in the region between 300 and 500 nm. A similar spectrum was obtained for the thearubigin fraction prepared from a black tea infusion. This result suggests that the condensation reaction between the A-ring and B-ring is more important than reaction between B-rings for thearubigin formation. View Full-Text
Keywords: epicatechin; oxidation; thearubigin; theaflavine; polymeric polyphenol; black tea epicatechin; oxidation; thearubigin; theaflavine; polymeric polyphenol; black tea
Show Figures

Graphical abstract

MDPI and ACS Style

Uchida, K.; Ogawa, K.; Yanase, E. Structure Determination of Novel Oxidation Products from Epicatechin: Thearubigin-Like Molecules. Molecules 2016, 21, 273. https://doi.org/10.3390/molecules21030273

AMA Style

Uchida K, Ogawa K, Yanase E. Structure Determination of Novel Oxidation Products from Epicatechin: Thearubigin-Like Molecules. Molecules. 2016; 21(3):273. https://doi.org/10.3390/molecules21030273

Chicago/Turabian Style

Uchida, Kazuhiro, Kazuki Ogawa, and Emiko Yanase. 2016. "Structure Determination of Novel Oxidation Products from Epicatechin: Thearubigin-Like Molecules" Molecules 21, no. 3: 273. https://doi.org/10.3390/molecules21030273

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop