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Molecules 2016, 21(10), 1345;

Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions

Tea Research Institute, Zhejiang University, Hangzhou 310058, China
Author to whom correspondence should be addressed.
Academic Editors: Declan P. Naughton and Derek J. McPhee
Received: 13 August 2016 / Revised: 22 September 2016 / Accepted: 6 October 2016 / Published: 10 October 2016
(This article belongs to the Special Issue Polyphenols and Antioxidants–The Chemistry of Tea)
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Ultraviolet B (UVB) photosensitivities of eight catechins were screened. In both water and ethanol, epicatechin (EC, 575 μM) and catechin (C, 575 μM) exhibited low photostabilities under 6 h UVB radiation with the generation of yellow photoproducts, while other catechins (epigallocatechin gallate, epigallocatechin, epicatechin gallate, gallocatechingallate, gallocatechin, catechin gallate) were relatively UVB-insensitive. Photoisomerization and photolysis were two important UVB-induced reactions to EC whereas photolysis was the dominant reaction for C. The influencing factors of time (2–10 h), solvent (water, ethanol) and substrate concentration (71.875–1150 μM) on UVB-induced chemical conversions of EC and C were investigated, and eight photoproducts were identified through ultra performance liquid chromatography-diode array detection-tandem mass spectrometry (UPLC-DAD-MS/MS) and 1H nuclear magnetic resonance (1H-NMR analysis). Photolysis reaction involved two pathways, including radical reaction and photo-induced electron transfer reaction. The 2,2-diphenylpicrylhydrazyl (DPPH) scavenging abilities of eight catechins did not change upon 6 h UVB irradiation. EC and C are photosensitive catechins among eight catechins causing deep color. View Full-Text
Keywords: photostability; catechins; photoisomerization; photolysis; photoproducts photostability; catechins; photoisomerization; photolysis; photoproducts

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Shi, M.; Nie, Y.; Zheng, X.-Q.; Lu, J.-L.; Liang, Y.-R.; Ye, J.-H. Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions. Molecules 2016, 21, 1345.

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