Trajectory of the spectral/structural rearrangements for photo-oxidative reaction of neat ketoprofen and its cyclodextrin complex

Ketoprofen is a nonsteroidal anti-inflammatory drug used as mohrus tape which causes unwanted photosensitivity due to UV irradiation. In addition, photodegradation of ketoprofen induces its decarboxylation. Here, we aim to determine the effect of cyclodextrin on the photolysis of ketoprofen. Separat...

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Published in:Journal of inclusion phenomena and macrocyclic chemistry 2022-10, Vol.102 (9-10), p.791-800
Main Authors: Hiroshige, Ryosuke, Goto, Satoru, Tsunoda, Chihiro, Ichii, Risa, Shimizu, Shota, Otsuka, Yuta, Makino, Kosho, Takahashi, Hideyo, Yokoyama, Hideshi
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Crystallography and Scattering Methods
Cyclodextrins
Decarboxylation
Food Science
Irradiation
Ketoprofen
Organic Chemistry
Original Article
Photodegradation
Photolysis
Photosensitivity
Singular value decomposition
Trajectory analysis
Ultraviolet radiation
Vector spaces
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cited_by cdi_FETCH-LOGICAL-c249t-62c7ac6668ccb882186ad841e1e5366dec9ea76726254b630cea5db668c5268a3
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container_title Journal of inclusion phenomena and macrocyclic chemistry
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creator Hiroshige, Ryosuke
Goto, Satoru
Tsunoda, Chihiro
Ichii, Risa
Shimizu, Shota
Otsuka, Yuta
Makino, Kosho
Takahashi, Hideyo
Yokoyama, Hideshi
description Ketoprofen is a nonsteroidal anti-inflammatory drug used as mohrus tape which causes unwanted photosensitivity due to UV irradiation. In addition, photodegradation of ketoprofen induces its decarboxylation. Here, we aim to determine the effect of cyclodextrin on the photolysis of ketoprofen. Separation technique using HPLC confirmed that UV irradiation of ketoprofen produced multiple products. A unique reaction proceeded in the presence of β-cyclodextrin. Furthermore, characterization by UV spectroscopy was performed, and the obtained spectra were analyzed using singular value decomposition. By analyzing the trajectory of the singular vector space, we were able to reflect the difference in the reaction pathway of ketoprofen with and without cyclodextrin. This study uses a singular value decomposition analysis, which is useful as a novel approach for solutions of radical reactions and a promising technique for analysis of radical reactions in the future. Graphical abstract
doi_str_mv 10.1007/s10847-022-01160-3
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subjects Chemistry
Chemistry and Materials Science
Crystallography and Scattering Methods
Cyclodextrins
Decarboxylation
Food Science
Irradiation
Ketoprofen
Organic Chemistry
Original Article
Photodegradation
Photolysis
Photosensitivity
Singular value decomposition
Trajectory analysis
Ultraviolet radiation
Vector spaces
title Trajectory of the spectral/structural rearrangements for photo-oxidative reaction of neat ketoprofen and its cyclodextrin complex
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