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

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, e...

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Main Authors: Meng Shi, Ying Nie, Xin-Qiang Zheng, Jian-Liang Lu, Yue-Rong Liang, Jian-Hui Ye
Format: Article
Language:English
Published: MDPI AG 2016-10-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/21/10/1345
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author Meng Shi
Ying Nie
Xin-Qiang Zheng
Jian-Liang Lu
Yue-Rong Liang
Jian-Hui Ye
author_facet Meng Shi
Ying Nie
Xin-Qiang Zheng
Jian-Liang Lu
Yue-Rong Liang
Jian-Hui Ye
author_sort Meng Shi
collection DOAJ
description 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.
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spelling doaj.art-b8833e88f10841499a0359998ef6028f2022-12-22T03:50:31ZengMDPI AGMolecules1420-30492016-10-012110134510.3390/molecules21101345molecules21101345Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical ConversionsMeng Shi0Ying Nie1Xin-Qiang Zheng2Jian-Liang Lu3Yue-Rong Liang4Jian-Hui Ye5Tea Research Institute, Zhejiang University, Hangzhou 310058, ChinaTea Research Institute, Zhejiang University, Hangzhou 310058, ChinaTea Research Institute, Zhejiang University, Hangzhou 310058, ChinaTea Research Institute, Zhejiang University, Hangzhou 310058, ChinaTea Research Institute, Zhejiang University, Hangzhou 310058, ChinaTea Research Institute, Zhejiang University, Hangzhou 310058, ChinaUltraviolet 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.http://www.mdpi.com/1420-3049/21/10/1345photostabilitycatechinsphotoisomerizationphotolysisphotoproducts
spellingShingle Meng Shi
Ying Nie
Xin-Qiang Zheng
Jian-Liang Lu
Yue-Rong Liang
Jian-Hui Ye
Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions
Molecules
photostability
catechins
photoisomerization
photolysis
photoproducts
title Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions
title_full Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions
title_fullStr Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions
title_full_unstemmed Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions
title_short Ultraviolet B (UVB) Photosensitivities of Tea Catechins and the Relevant Chemical Conversions
title_sort ultraviolet b uvb photosensitivities of tea catechins and the relevant chemical conversions
topic photostability
catechins
photoisomerization
photolysis
photoproducts
url http://www.mdpi.com/1420-3049/21/10/1345
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AT xinqiangzheng ultravioletbuvbphotosensitivitiesofteacatechinsandtherelevantchemicalconversions
AT jianlianglu ultravioletbuvbphotosensitivitiesofteacatechinsandtherelevantchemicalconversions
AT yuerongliang ultravioletbuvbphotosensitivitiesofteacatechinsandtherelevantchemicalconversions
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