Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates

Semisynthesis of 13 new thio avarol derivatives (4-16) and in vitro evaluation on the photodamage response induced by UVB irradiation are described. Their ability to inhibit NF-kappa B activation and TNF-alpha generation in HaCaT cells as well as their antioxidant capacity in human neutrophils has also been studied. Among them we have identified two monophenyl thio avarol derivatives (4-5) lacking cytotoxicity which can be considered promising UVB photoprotective agents through the potent inhibition of NF-kappa B activation with a mild antioxidant pharmacological profile. (c) 2007 Elsevier Ltd. All rights reserved.