Synthesis and application of a novel sunscreen-antioxidant |
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Authors: | Damiani Elisabetta Astolfi Paola Cionna Laura Ippoliti Francesca Greci Lucedio |
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Institution: | Istituto di Biochimica, Università Politecnica delle Marche, Ancona, Italy. e.damiani@univpm.it |
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Abstract: | Background information on the inefficacy of sunscreens to provide free radical protection in skin, despite their usefulness in preventing sunburn/erythema, prompted us to synthesize a compound which would display in the same molecule both UV-absorbing and antioxidant capacities. For this purpose, the UVB absorber, 2-ethylhexyl-4-methoxycinnamate (OMC) was combined with the piperidine nitroxide TEMPOL, which has antioxidant properties. The spectral properties of the new nitroxide-based sunscreen (MC-NO) as well as its efficacy to prevent photo-oxidative damage to lipids induced by UVA, natural sunlight and 4-tert-butyl-4-methoxydibenzoylmethane (BMDBM), a photo-unstable sunscreen which generates free radicals upon UV radiation, was studied. The results obtained demonstrate that MC-NO: (a) absorbs in the UVB region even after UVA irradiation; (b) acts as free radical scavenger as demonstrated by EPR experiments; (c) strongly reduces both UVA-, sunlight- and BMDBM-induced lipid peroxidation in liposomes, measured as reduced TBARS levels; and (d) has comparable antioxidant activity to that of commonly used vitamin E and BHT in skin care formulations. These results suggest that the use of the novel sunscreen-antioxidant or of other nitroxide-based sunscreens in formulations aimed at reducing photoinduced skin damage may be envisaged. |
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Keywords: | Sunscreen nitroxide antioxidant UVA 2-ethylhexyl-4-methoxycinnamate 4-tert-butyl-4'-methoxydibenzoylmethane lipid peroxidation |
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