Comparative study on prediction performance of photosafety testing tools on photoallergens

Onoue, Satomi; Ohtake, Hiroto; Suzuki, Gen; Seto, Yoshiki; Nishida, Hayato; Hirota, Morihiko; Ashikaga, Takao; Kouzuki, Hirokazu

doi:10.1016/j.tiv.2016.03.003

Cited by 8 publications

(11 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To determine a suitable incubation time, 10 representative chemicals with varying photoallergic potentials were selected from a chemical set reported by Onoue et al (); the solution containing nucleophilic reagents and chemicals was irradiated for 1 hour using two reaction time conditions with nucleophilic reagent and chemicals; the first condition, i.e., condition 1 was 0 hours (reaction was immediately stopped after photoirradiation) and condition 2 was 23 hours incubation after photoirradiation was established. At the same time, the same procedure without photoirradiation was performed in using the following conditions: in condition 1, the chemicals were incubated with the nucleophilic reagent for 1 hour without photoirradiation and NAC/NAL levels were measured immediately, and in condition 2, NAC/NAL were measured after incubation for 24 hours at 25°C (Tables 2A‐2D).…”

Section: Resultsmentioning

confidence: 99%

“… a Onoue et al (). Comparative study on prediction performance of photosafety testing tools on photoallergens.…”

Section: Resultsmentioning

confidence: 99%

“…The details of the 60 test chemicals, their respective CAS numbers, suppliers and the solvents used to prepare their test chemical solutions are summarized in Table . These chemicals have varying photoallergy potential and were selected from the report by Onoue (Drucker & Rosen, ; Onoue et al, , ). In addition, five nonphotoallergens, erythromycin, phenytoin, isopropyl myristate, lauric acid and propylene glycol, were selected from these 60 test chemicals for the assessment of mixtures.…”

Section: Methodsmentioning

confidence: 99%

“…Although the ICH S10 guideline () has described the ROS assay and 3T3 NRU PT as methods for predicting photoirritation, there are no in vitro methods to predict photoallergy. Onoue et al () indicated that ROS assay could be used for assessment of photoallergenicity, despite chances of false‐positive predictions. As the ROS assay measures the ROS levels induced by photoirradiation due to photoirritants as well as photoallergens, it is impossible to ascertain whether the positive result of the ROS assay is due to photoirritation or photoallergy.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Development of photo‐amino acid derivative reactivity assay: a novel in chemico alternative method for predicting photoallergy

Yamamoto

Fujita

Wanibuchi

et al. 2020

J of Applied Toxicology

View full text Add to dashboard Cite

Photoallergy test of cosmetics and several types of pharmaceutical substances is often necessary for obtaining approval from authorities. However, there are no official test guidelines for photoallergy evaluation. Therefore, we tried to establish a photoallergy test by utilizing an in chemico alternative sensitization method, amino acid derivative reactivity assay (ADRA). To determine the criteria for judging the photoallergy potential, photo-ADRA with or without photoirradiation was performed using 60 photoallergenic chemicals, and cysteine and lysine derivatives were detected using high-performance liquid chromatography either by absorbance or fluorescence measurement. The accuracy of prediction was 81.4% (48 of 59) and 80.0% (48 of 60) using the absorbance and fluorescence methods, respectively. However, as chemicals can breakdown into multiple chemicals during photoirradiation, the absorbance method often cannot perform accurate detection due to co-elution, whereas the fluorescence method can do this due to lack of co-elution. Moreover, all eight chemicals that were found to be negative or false-positive for photoirritation in the 3T3 neutral red uptake phototoxicity test were confirmed as positive for photoallergy using this method. Furthermore, we prepared three types of pseudo-mixtures where we added one photoallergen along with five nonphotoallergens and performed the photo-ADRA by the ultraviolet and fluorescence methods. The result of the fluorescence method was almost the same as that obtained with the use of a single photoallergen and hence the outcome was not affected by the mixture. Thus, this study not only showed a method of evaluating the photoallergy potential of a single chemical but also a mixture, making it useful as an in chemico photoallergy alternative test.

show abstract

Section: Resultsmentioning

confidence: 99%

“… a Onoue et al (). Comparative study on prediction performance of photosafety testing tools on photoallergens.…”

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Development of photo‐amino acid derivative reactivity assay: a novel in chemico alternative method for predicting photoallergy

Yamamoto

Fujita

Wanibuchi

et al. 2020

J of Applied Toxicology

View full text Add to dashboard Cite

show abstract

“…In this context, photoallergy is associated with a cell-mediated immune response which is initiated by covalent binding of a light-activated hapten (for instance, a drug or a species derived therefrom) to a protein (Tokura, 2009; Ariza et al, 2011; Onoue et al, 2017). It is considered an emerging health concern due to the widespread use of topical drugs (including antibiotics, antifungals, antihistaminics, cardiovascular and nonsteroidal anti-inflammatory drugs), cosmetics, and nutraceutical in humans, which has attracted considerable attention from both industry and regulatory agencies (Schothorst et al, 1972; Girotti, 2001; Deleo, 2004; Dubakiene and Kupriene, 2006; Scheuer and Warshaw, 2006; Lugovic et al, 2007; Bylaite et al, 2009; Santoro and Lim, 2011; Elkeeb et al, 2012; Onoue et al, 2013; Honari, 2014; Kerstein et al, 2014; Scheinfeld et al, 2014; Onoue et al, 2016).…”

Section: Introductionmentioning

confidence: 99%

Photobinding of Triflusal to Human Serum Albumin Investigated by Fluorescence, Proteomic Analysis, and Computational Studies

et al. 2019

View full text Add to dashboard Cite

Triflusal is a platelet antiaggregant employed for the treatment and prevention of thromboembolic diseases. After administration, it is biotransformed into its active metabolite, the 2-hydroxy-4-trifluoromethylbenzoic acid (HTB). We present here an investigation on HTB photobinding to human serum albumin (HSA), the most abundant protein in plasma, using an approach that combines fluorescence, MS/MS, and peptide fingerprint analysis as well as theoretical calculations (docking and molecular dynamics simulation studies). The proteomic analysis of HTB/HSA photolysates shows that HTB addition takes place at the ε-amino groups of the Lys137, Lys199, Lys205, Lys351, Lys432, Lys525, Lys541 and Lys545 residues and involves replacement of the trifluoromethyl moiety of HTB with a new amide function. Only Lys199 is located in an internal pocket of the protein, and the remaining modified residues are placed in the external part. Docking and molecular dynamic simulation studies reveal that HTB supramolecular binding to HSA occurs in the “V-cleft” region and that the process is assisted by the presence of Glu/Asp residues in the neighborhood of the external Lys, in agreement with the experimentally observed modifications. In principle, photobinding can occur with other trifluoroaromatic compounds and may be responsible for the appearance of undesired photoallergic side effects.

show abstract

Modified ESR‐based photosafety test (ESR‐PT) detecting singlet oxygen and free radical formation

Hinoshita,

Abe,

Sato

et al. 2023

J of Applied Toxicology

View full text Add to dashboard Cite

The electron spin resonance‐based photosafety test (ESR‐PT) was modified using a new parameter, photoreactivity index (PRI), to detect singlet oxygen and free radical photoproducts simultaneously. With this modification, the modified ESR‐PT is expected to reduce the number of false negative results due to chemicals producing free radical photoproducts other than singlet oxygen. The assay performance of the modified ESR‐PT was evaluated using 56 chemicals, including hydrophobic chemicals. When using the PRI cutoff value of 2.0 in the modified ESR‐PT, the accuracy relative to photosafety reference data was 91.1%, and the applicability (100%) was better than the other non‐animal photosafety test. Among the chemicals producing positive results, bithionol, fenticlor, and doxycycline HCl were considered positive based on the detection of free radical photoproducts, suggesting that these three chemicals may have phototoxic or photoallergic potential via radical reactions. Additionally, this finding demonstrated the fundamental advantage of the modified ESR‐PT using ESR spectroscopy, which can detect radicals selectively and quantitatively. Accordingly, the new parameter PRI is effective for photosafety evaluations based on not only singlet oxygen but also free radical photoproducts generated from chemicals. Therefore, the modified ESR‐PT has a great potential for a photosafety test method applicable to various chemicals.

show abstract

Comparative study on prediction performance of photosafety testing tools on photoallergens

Cited by 8 publications

References 27 publications

Development of photo‐amino acid derivative reactivity assay: a novel in chemico alternative method for predicting photoallergy

Development of photo‐amino acid derivative reactivity assay: a novel in chemico alternative method for predicting photoallergy

Photobinding of Triflusal to Human Serum Albumin Investigated by Fluorescence, Proteomic Analysis, and Computational Studies

Modified ESR‐based photosafety test (ESR‐PT) detecting singlet oxygen and free radical formation

Contact Info

Product

Resources

About