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Analysis of photoreactivity and phototoxicity of riboflavin's analogue 3MeTARF.
Journal of Photochemistry and Photobiology B: Biology ( IF 5.4 ) Pub Date : 2020-02-08 , DOI: 10.1016/j.jphotobiol.2020.111820 Agnieszka Wolnicka-Glubisz 1 , Anna Pawlak 1 , Malgorzata Insinska-Rak 2 , Andrzej Zadlo 1
Journal of Photochemistry and Photobiology B: Biology ( IF 5.4 ) Pub Date : 2020-02-08 , DOI: 10.1016/j.jphotobiol.2020.111820 Agnieszka Wolnicka-Glubisz 1 , Anna Pawlak 1 , Malgorzata Insinska-Rak 2 , Andrzej Zadlo 1
Affiliation
Recent studies focus on usage of blue light of λ = 450 nm in combination with photosensitizers to treat surface skin disorders, including cancers. In search of convenient therapeutic factor we studied riboflavin analogue 3-methyl-tetraacetylriboflavin (3MeTARF) as potential sensitizer. Riboflavin (Rfl) itself, non -toxic in the darkness, upon absorption of UVA and blue light, may act as photosensitizer. However, Rfl efficiency is limited due to its susceptibility to photodecomposition. Riboflavin's acetylated analogue, 3MeTARF, bears substituents in ribose chain, which inhibit intramolecular processes leading to degradation. Upon excitation, this compound, reveals higher photochemical resistance, remaining a good singlet oxygen generator. Thus, being more stable as the sensitizer, might be much more efficient in photodynamic processes. The objective of undertaken study was to elucidate mechanisms of 3MeTARF photoreactivity under the irradiation with blue light in comparison to its mater compound, riboflavin. We approached this goal by using spectroscopic methods, like direct singlet oxygen phosphorescence detection at 1270 nm, EPR spin trapping and oximetry. Additionally, we tested both riboflavin and 3MeTARF phototoxicity against melanoma cells (WM115) and we studied mechanism of photodynamic cell death, as well. Moreover, 3MeTARF induces apoptosis in melanoma cells at ten times lower concentration than riboflavin itself. Our studies confirmed that 3MeTARF remains stable upon blue light activation and is more efficient photosensitizer than Rfl.
中文翻译:
核黄素类似物3MeTARF的光反应性和光毒性分析。
最近的研究集中在结合使用λ= 450 nm的蓝光和光敏剂来治疗表面皮肤疾病,包括癌症。为了寻找方便的治疗因素,我们研究了核黄素类似物3-甲基-四乙酰基核黄素(3MeTARF)作为潜在的敏化剂。核黄素(Rfl)本身在黑暗中无毒,吸收UVA和蓝光后可用作光敏剂。然而,Rfl效率由于其对光分解的敏感性而受到限制。核黄素的乙酰化类似物3MeTARF在核糖链上带有取代基,该取代基抑制了导致降解的分子内过程。激发后,该化合物显示出较高的光化学耐受性,仍然是良好的单线态氧产生剂。因此,作为敏化剂更稳定,在光动力学过程中可能更有效。进行研究的目的是为了阐明3MeTARF与母体化合物核黄素相比在蓝光照射下的光反应性机理。我们通过使用光谱学方法(例如在1270 nm处直接单线态氧磷光检测,EPR自旋阱和血氧测定法)来达到这个目标。此外,我们测试了核黄素和3MeTARF对黑色素瘤细胞(WM115)的光毒性,并研究了光动力细胞死亡的机制。此外,3MeTARF诱导的黑色素瘤细胞凋亡的浓度比核黄素本身低十倍。我们的研究证实3MeTARF在蓝光激活后保持稳定,并且比Rfl更有效的光敏剂。
更新日期:2020-02-10
中文翻译:
核黄素类似物3MeTARF的光反应性和光毒性分析。
最近的研究集中在结合使用λ= 450 nm的蓝光和光敏剂来治疗表面皮肤疾病,包括癌症。为了寻找方便的治疗因素,我们研究了核黄素类似物3-甲基-四乙酰基核黄素(3MeTARF)作为潜在的敏化剂。核黄素(Rfl)本身在黑暗中无毒,吸收UVA和蓝光后可用作光敏剂。然而,Rfl效率由于其对光分解的敏感性而受到限制。核黄素的乙酰化类似物3MeTARF在核糖链上带有取代基,该取代基抑制了导致降解的分子内过程。激发后,该化合物显示出较高的光化学耐受性,仍然是良好的单线态氧产生剂。因此,作为敏化剂更稳定,在光动力学过程中可能更有效。进行研究的目的是为了阐明3MeTARF与母体化合物核黄素相比在蓝光照射下的光反应性机理。我们通过使用光谱学方法(例如在1270 nm处直接单线态氧磷光检测,EPR自旋阱和血氧测定法)来达到这个目标。此外,我们测试了核黄素和3MeTARF对黑色素瘤细胞(WM115)的光毒性,并研究了光动力细胞死亡的机制。此外,3MeTARF诱导的黑色素瘤细胞凋亡的浓度比核黄素本身低十倍。我们的研究证实3MeTARF在蓝光激活后保持稳定,并且比Rfl更有效的光敏剂。