In Vitro Phototoxic Properties of Triamcinolone 16,17-acetonide and Its Main Photoproducts¶

Miolo, Giorgia; Ricci, Andrea; Caffieri, Sergio; Levorato, Laura; Fasani, Elisa; Albini, Angelo

doi:10.1562/0031-8655(2003)0780425ivppot2.0.co2

Cited by 5 publications

(6 citation statements)

References 27 publications

(37 reference statements)

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“…We suggest that, in this case, the toxic effect is because of the formation of highly reactive intermediates such as radicals 6 and 7 . This explanation is supported by comparison with results with triamcinolone (7), which produces a lower amount of ROS (up to a factor of 1/10 with UV‐A). With that drug, UV‐A hemolysis is low in both the presence and absence of oxygen, whereas UV‐B hemolysis is similar to that caused by 1 , suggesting that the same mechanism operates in these conditions.…”

Section: Discussionsupporting

confidence: 60%

“…It shows that most of compound 1 remains and 4 still forms, together with another compound eluting at 13.1 min. The latter product had been obtained and assigned structure 2 in previous studies (7) and was identified by comparison with an authentic sample. Separate experiments showed that 4 is a secondary photoproduct from 2 .…”

Section: Resultsmentioning

confidence: 82%

“…In a previous study, we reported the photosensitizing properties of triamcinolone 16,17‐acetonide (7). In vitro tests suggested that the main target involved in the phototoxic response was the cell membrane.…”

Section: Introductionmentioning

confidence: 99%

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Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide^¶

Miolo

Caffieri

Daizoppo

et al. 2005

Photochem & Photobiology

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Fluocinolone 16,17‐acetonide is a corticosteroid used topically to treat various inflammatory skin diseases. Its photoreactivity was studied under UV‐A and UV‐B light in aqueous buffer in the presence of oxygen. This drug is photolabile under UV‐B light and, to a lesser extent, under UV‐A light, which is absorbed far less. In phosphate buffer, approximately 80% of fluocinolone acetonide decomposes after 5 J/cm2 of UV‐B irradiation, whereas under 30 J/cm2 of UV‐A light approximately only 20% decomposes. Both the drug and its photoproducts have been evaluated through a battery of in vitro studies and found to cause photohemolysis and induce photodamage to proteins (erythrocyte ghosts, bovine serum albumin) and linoleic acid. In addition, one of the photoproducts (the 17‐hydroperoxy derivative) is highly toxic in the dark. Therefore, both loss of therapeutic activity and light‐induced adverse effects may be expected when patients expose themselves to sunlight after drug administration. A major mechanism for phototoxicity involves radicals forming from drug breakdown, at least under UV‐B, although reactive oxygen species may play a role, particularly under UV‐A.

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Section: Discussionsupporting

confidence: 60%

Section: Resultsmentioning

confidence: 82%

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Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide^¶

Miolo

Caffieri

Daizoppo

et al. 2005

Photochem & Photobiology

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“…Evidently, the products of psoralen photooxidation cause efficient hemolysis in the dark (8). Similarly, the photosensitized and dark hemolytic activity was shown for the photooxidation products of some light-absorbing drugs and photosensitizers (6,(27)(28)(29)(30)(31)(32).…”

Section: Introductionmentioning

confidence: 81%

Photohemolysis Sensitized by the Furocoumarin Derivative Alloimperatorin and its Hydroperoxide Photooxidation Product

Kyagova

Potapenko

Möller

et al. 2013

Photochem & Photobiology

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The dark and photosensitized effects of alloimperatorin methyl ether 1 (hereafter simply alloimperatorin) and its photooxygenation product alloimperatorin hydroperoxide 2 were investigated on human erythrocytes. The results reveal that the furocoumarin 1 photosensitizes efficiently the hemolysis of erythrocytes. The rate of photohemolysis increases on raising the temperature of the postirradiated incubation from 4°C to 37°C. Thermal activation of the photohemolysis and inhibition by 2,6-di-tert-butyl-p-cresol (BHT) suggest that the furocoumarin 1 photosensitizes lipid peroxidation, increasing permeability in the erythrocyte membrane. The hydroperoxide 2 induces dark and photosensitized hemolysis more efficiently than the furocoumarin 1. The rate of hemolysis induced by 2 increases with the incubation temperature and decreases in the presence of tert-butanol and BHT. The hydroperoxide 2 photosensitizes the formation of lipid peroxidation products as shown by the reaction with thiobarbituric acid. This process is diminished by BHT. Our data imply that the photohemolysis sensitized by the furocoumarin 1 is caused by the in situ-formed photooxygenation product 2. Such hydroperoxides are potent hemolytic agents in the dark and especially on photosensitization.

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“…Известно, что ТА высокофотореактивен как в твердом состоянии, так и в органических растворителях. При воздействии излучения с длиной волны 312 нм в присутствии ТА на цельную кровь мыши был определен фотогемолиз [18].…”

Section: Introductionunclassified

Experimental in vitro Comparative Study of Chromovitectomy Agents Cyto- and Phototoxicity

Kislitsyna

Новиков²,

Kolesnik³

et al. 2020

Oftalʹmologiâ

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Intravitreal use of vital dyes in combination with the action of endoillumination can induce a cyto- and phototoxic effect on posterior eye segment structures. The search for a staining agent with a maximum safety profile to retinal structures, intensively and selectively coloring vitreous body and vitreoretinal interface structure, remains relevant.Objective: to determine comparative viability of NIH / 3T3 mouse fibroblast cell culture with traditional agents for chromovitrectomy and “Vitreocontrast” suspension with and without endovitreal illumination.Materials and methods. NIH / 3T3 mouse fibroblast cultures contacted with agents for chromovitrectomy (MembraneBlue® Dual, Triamcinolone acetonide, “Vitreocontrast” suspension) and the corresponding controls in a volume of 50 μl / well. The test plate was irradiated with a Photon II illuminator (Synergetics, USA), working distance of 5 mm. The control tablet with the introduced preparations was not exposed to light. Next, the cells were washed and incubated, after which the morphology and lysis of the cells, as well as the number of proliferating relatively negative control of fibroblasts, were evaluated using the vital dye PrestoBlue Cell Viability Reagent. Negative control was the complete growth medium for the cultivation of mouse fibroblasts of the NIH / 3T3 line. The results of the cytotoxic reaction of a culture of mouse fibroblasts of the NIH / 3T3 line were interpreted using the table “The degree of cell response”.Results. Studies have shown that exposure to a source of endovitual illumination does not affect the cytotoxic effect of TA suspension and MembraneBlue® Dual dye. The TA suspension, both after light source and without it, has a moderate cytotoxic effect, and MembraneBlue® Dual has no cytotoxic effect on the culture of mouse fibroblasts of the NIH / 3T3 strain. Without light, “Vitreocontrast” suspension does not have cytotoxic effect on mouse fibroblasts culture NIH / 3T3 line. Light irradiation for 1 h increases the cytotoxicity of “Vitreocontrast” suspension to the level of unsharp cytotoxicity allowed by ISO Standard 10993-5-2011.Conclusion. The safety profile of MembraneBlue® Dual and “Vitreocontrast” suspension allows them to be recommended for use in endovitreal surgery. The cyto- and phototoxicity demonstrated in the experiment with TA suspension can reduce the functional outcomes of retinal surgery.

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In Vitro Phototoxic Properties of Triamcinolone 16,17-acetonide and Its Main Photoproducts¶

Cited by 5 publications

References 27 publications

Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide^¶

Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide^¶

Photohemolysis Sensitized by the Furocoumarin Derivative Alloimperatorin and its Hydroperoxide Photooxidation Product

Experimental in vitro Comparative Study of Chromovitectomy Agents Cyto- and Phototoxicity

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In Vitro Phototoxic Properties of Triamcinolone 16,17-acetonide and Its Main Photoproducts¶

Cited by 5 publications

References 27 publications

Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide¶

Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide¶

Photohemolysis Sensitized by the Furocoumarin Derivative Alloimperatorin and its Hydroperoxide Photooxidation Product

Experimental in vitro Comparative Study of Chromovitectomy Agents Cyto- and Phototoxicity

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Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide^¶

Photochemistry and Phototoxicity of Fluocinolone 16,17‐Acetonide^¶