Protective Effect of Selected Antioxidants on Naproxen Photodegradation in Aqueous Media

Kawabata, Ken‐ichi; Takato, Ayaka; Oshima, Sayaka; Akimoto, Shiori; Inagaki, Michio; Nishi, Hiroyuki

doi:10.3390/antiox8100424

Cited by 12 publications

(9 citation statements)

References 33 publications

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“…It is reported that NX is photo-converted to its photoproducts, via the generation of radical species, followed by oxidation [ 12 , 13 ]. Some antioxidants, including ascorbic acid and polyphenols, suppressed NX photodegradation due to their antioxidative potencies [ 8 ]. Other studies also showed protective effects of the antioxidative agents on the photosensitive compounds [ 14 , 15 ].…”

Section: Resultsmentioning

confidence: 99%

“…These results showed that the UV filtering ability is a major determinant for the photoprotective effect on NX photodegradation, compared to the antioxidative potency. Our previous reports indicated that polyphenol compounds such as quercetin and catechin showed more photostability effects on NX photodegradation, compared to ascorbic acid, on account of having more antioxidative effects [ 8 ]. It is possible that they might be a good photostabilizer as they have a polyphenol backbone, which is well-known as a UV filter.…”

Section: Resultsmentioning

confidence: 99%

“…In this study, the protective effects of selected amino acids on NX photodegradation were evaluated. NX is photosensitive for UV irradiation at longer wavelength and its degradation is suppressed by addition of some antioxidants, as shown in a previous report [ 8 ], therefore, NX is used as a test compound. Properties of amino acids are dependent on their functional groups.…”

Section: Introductionmentioning

confidence: 88%

“…The report indicates that various photoprotective methods are needed for the photostabilization of various pharmaceuticals. Our previous reports showed that selected antioxidants, such as ascorbic acid derivatives and some polyphenols (quercetin, catechin, and curcumin), are protective for the photodegradation of NX, and both the antioxidative potency and the photostability of antioxidants are needed for an efficient photostabilizer [ 8 ]. Further study focused on researching the good photostabilizer is essential for the protection of photosensitive pharmaceuticals, especially those that are not protected by encapsulation.…”

Section: Introductionmentioning

confidence: 99%

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Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

et al. 2020

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It is important to develop a photostabilization strategy to ensure the quality of photosensitive compounds, including pharmaceuticals. This study focused on the protective effects of 20 amino acids on the photodegradation of naproxen (NX), a photosensitive pharmaceutical, to clarify the important nature of a good photostabilizer. Our previous report indicated the photodegradability of NX and the protective effects of some antioxidants on its photodegradation, therefore, this compound was used as a model compound. The degradation of NX in aqueous media during ultraviolet light (UV) irradiation and the protective effects of selected amino acids were monitored through high-performance liquid chromatography (HPLC), equipped with a reverse-phase column. Addition of cysteine, tryptophan, and tyrosine induced the significant suppression of NX photodegradation after UV irradiation for 3 h (residual amount of NX; 15.35%, 6.82%, and 15.64%, respectively). Evaluation of the antioxidative activity and UV absorption spectrum showed that cysteine suppressed NX degradation through its antioxidative ability, while tryptophan and tyrosine suppressed it through their UV filtering ability. Furthermore, three amino acids at higher concentrations (more than 100 µmol/L) showed more protective effects on NX photodegradation. For 10 mmol/L, residual amounts of NX with cysteine, tryptophan, and tyrosine were 58.51%, 69.34%, and 82.40%, respectively. These results showed the importance of both photoprotective potencies (antioxidative potency and UV filtering potency) and stability to UV irradiation for a good photostabilizer of photosensitive pharmaceuticals.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 88%

Section: Introductionmentioning

confidence: 99%

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Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

et al. 2020

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“…In our previous study, naproxen and L-ascorbic acid (AA) in a solution were irradiated by a black light lamp for 1 hr. The residual amount of naproxen was 95.82% while that of AA was 34.99% [11]. These reports suggest that AA is more photosensitive than naproxen, and its analysis through a PDA detector might be interrupted due to light emission especially at shorter wavelength.…”

Section: Introductionmentioning

confidence: 87%

UV Cut-Off Filter of a Photodiode Array Detector Improves the Quantitativity of L-Ascorbic Acid Through Its Photoprotection

et al. 2020

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A photodiode array detector (PDA) is frequently utilized as a detector in high-performance liquid chromatography (HPLC) system for a detection of various compounds. A PDA emits a light of a wide range wavelength including ultraviolet light (UV) which has a possibility to induce photodegradation of analyzed compounds. If so, target compounds might be degraded when analyzed in this HPLC system. Therefore, photoprotection during HPLC analysis is required for the accurate analysis. In this study, the protective effect of a UV cutoff filter, which can cut off UV especially at shorter wavelength (< 240 nm), on the quantitativity of a photodegradable compound L-ascorbic acid (AA) was examined. A UV cutoff filter prevents AA from photodegradation, followed by the improvement of several parameters of a calibration curve. Furthermore, this protective potency was significant in the case that photodegradability of AA was enhanced with the conditions such as a small injection volume and a low flow rate. This study strongly suggests that the UV cutoff filter is a useful equipment when analyzing photodegradable compounds.

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The evaluation of photochemical behavior of antihistaminic drug triprolidine in an aqueous media

Kawabata,

Masumoto,

Inagaki

et al. 2023

ANAL. SCI.

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Protective Effect of Selected Antioxidants on Naproxen Photodegradation in Aqueous Media

Cited by 12 publications

References 33 publications

Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

Photoprotective Effects of Selected Amino Acids on Naproxen Photodegradation in Aqueous Media

UV Cut-Off Filter of a Photodiode Array Detector Improves the Quantitativity of L-Ascorbic Acid Through Its Photoprotection

The evaluation of photochemical behavior of antihistaminic drug triprolidine in an aqueous media

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