Journal
CHEMMEDCHEM
Volume 12, Issue 10, Pages 760-769Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cmdc.201700137
Keywords
antioxidants; benzimidazoles; polyphenols; purines; UV filtering
Categories
Funding
- University of Ferrara [FAR-2016]
- Ambrosia Lab srl, Ferrara, Italy
- KU Leuven [GOA 15/19 TBA]
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Ultraviolet (UV) light is the most abundant and significant modifiable risk factor for skin cancer and many other skin diseases such as early photo-aging. Across the solar radiation spectrum, UV light is the main cause behind skin problems. In the search for novel photoprotective compounds, a new series of 8-substituted purines were synthesized from commercially available 6-hydroxy-4,5-diaminopyrimidine hemisulfate or 4,5-diaminopyrimidine. All title compounds were investigated for their UV filtering, antioxidant, antifungal, and antiproliferative activities. For the photoprotection assays we used a diffuse transmittance technique to determine the sun protection factor (SPF) in vitro, and 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric ion reducing antioxidant power (FRAP) tests for evaluating the antioxidant activity of the more potent compounds. Among them, 8-(2,5-dihydroxyphenyl)-7H-purin-6-ol (compound 26) proved to be a good radical scavenger and is also endowed with broad-spectrum UVA filtering capabilities, suitable for further development as a protective molecule.
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