Abstract
The broad UVA (UVAI and UVAII) filtering activity of the sunscreen agent avobenzone is due to its enolic forms which undergoes ketonization followed by degradation upon exposure to sunlight/radiation. The current report aims to lock the enolic forms of avobenzone through chemical derivatization that preserves the chelated intramolecular hydrogen bond geometry. The pyrimidine derivative mimicking both the enol-1 and enol-2 forms of avobenzone has been synthesized and evaluated for it photostability under natural sunlight by UV spectroscopy. The avobenzone pyrimidine derivative acts as a broad-spectrum UVAII, and UVB filter and exhibits unprecedented photostability under sunlight. The new derivative of avobenzone is a valuable additive to the tool kit of chemical UV filters and its poor skin permeability relative to the native avobenzone may be an advantage for cosmetics.
Published Version
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