Molecular Structure of the Photo-Oxidation Product of Ellagic Acid in Solution

Hisashi Tokutomi; Takashi Takeda; Norihisa Hoshino; Tomoyuki Akutagawa

doi:10.1021/acsomega.8b01716

Molecular Structure of the Photo-Oxidation Product of Ellagic Acid in Solution

Hisashi Tokutomi, Takashi Takeda, Norihisa Hoshino, Tomoyuki Akutagawa

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

The photoreaction of the antioxidant ellagic acid (EA) elicits a drastic coloration in solution from colorless to yellow in aerated tetrahydrofuran, which appears as a new absorption band at 405 nm. Analysis of the X-ray crystal structure suggests that the photo-oxidation product of EA is a multiple cleavage π-structure (Ox-EA) that results from the interaction of EA with singlet oxygen followed by sequential cleavage and rearrangement steps.

Original language	English
Pages (from-to)	11179-11183
Number of pages	5
Journal	ACS Omega
Volume	3
Issue number	9
DOIs	https://doi.org/10.1021/acsomega.8b01716
Publication status	Published - 2018 Sep 30

ASJC Scopus subject areas

Chemistry(all)
Chemical Engineering(all)

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title = "Molecular Structure of the Photo-Oxidation Product of Ellagic Acid in Solution",

abstract = "The photoreaction of the antioxidant ellagic acid (EA) elicits a drastic coloration in solution from colorless to yellow in aerated tetrahydrofuran, which appears as a new absorption band at 405 nm. Analysis of the X-ray crystal structure suggests that the photo-oxidation product of EA is a multiple cleavage π-structure (Ox-EA) that results from the interaction of EA with singlet oxygen followed by sequential cleavage and rearrangement steps.",

author = "Hisashi Tokutomi and Takashi Takeda and Norihisa Hoshino and Tomoyuki Akutagawa",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas “π-Figuration” (JP26102007) and “Dynamic Alliance for Open Innovation Bridging Human, Environment, and Materials” from MEXT. Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",

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AU - Tokutomi, Hisashi

AU - Takeda, Takashi

AU - Hoshino, Norihisa

AU - Akutagawa, Tomoyuki

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas “π-Figuration” (JP26102007) and “Dynamic Alliance for Open Innovation Bridging Human, Environment, and Materials” from MEXT. Publisher Copyright: © 2018 American Chemical Society.

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Y1 - 2018/9/30

N2 - The photoreaction of the antioxidant ellagic acid (EA) elicits a drastic coloration in solution from colorless to yellow in aerated tetrahydrofuran, which appears as a new absorption band at 405 nm. Analysis of the X-ray crystal structure suggests that the photo-oxidation product of EA is a multiple cleavage π-structure (Ox-EA) that results from the interaction of EA with singlet oxygen followed by sequential cleavage and rearrangement steps.

AB - The photoreaction of the antioxidant ellagic acid (EA) elicits a drastic coloration in solution from colorless to yellow in aerated tetrahydrofuran, which appears as a new absorption band at 405 nm. Analysis of the X-ray crystal structure suggests that the photo-oxidation product of EA is a multiple cleavage π-structure (Ox-EA) that results from the interaction of EA with singlet oxygen followed by sequential cleavage and rearrangement steps.

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Molecular Structure of the Photo-Oxidation Product of Ellagic Acid in Solution

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