UVA Photoprotective Properties of an Artificial Carotenylflavonoid Hybrid Molecule |
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Authors: | Claas Hundsdörfer Wilhelm Stahl Thomas J J Müller Silke De Spirt |
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Institution: | Institute of Organic Chemistry and Macromolecular Chemistry, and ?Institute of Biochemistry and Molecular Biology I, Faculty of Medicine, Heinrich-Heine University , D-40001 Düsseldorf, Germany. |
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Abstract: | Carotenoids and flavonoids represent two classes of natural antioxidants, a biological activity, which is determined by their chemical structure. To combine their antioxidant properties, a dual functional carotenylflavonoid hybrid molecule was synthesized. The antioxidant activity of this compound was tested in human dermal fibroblasts exposed to UVA irradiation. Test parameters were hemeoxygenase-1 (HO-1) expression, malondialdehyde (MDA), and reactive oxygen species (ROS) formation and cell viability. For comparison, the substructure components of the carotenylflavonoid, 4-hydroxyflavone and 11'-apo-β-carotenylbenzene, were also tested. Incubation of cells with the carotenylflavonoid and 11'-apo-β-carotenylbenzene attenuated UVA-induced HO-1 expression. In the MDA assay, the carotenylflavonoid and 11'-apo-β-carotenylbenzene were moderately effective at low concentrations. At higher concentrations, the compound provoked an increase of MDA, which was confirmed by the H(2)DCF-DA assay measuring ROS formation. 4-Hydroxyflavone moderately inhibited the formation of MDA at all levels that were tested. The study showed that the carotenylflavonoid counteracts UVA-induced HO-1 expression. However, a photoprotection against lipid oxidation, ROS formation, and cell toxicity could not be proven in the experimental setting. |
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