Synthesis, antioxidant and photoprotection activities of hybrid derivatives useful to prevent skin cancer

Bioorg Med Chem. 2014 May 1;22(9):2733-8. doi: 10.1016/j.bmc.2014.03.017. Epub 2014 Mar 19.

Abstract

Chronic ultraviolet (UV) radiation exposure is a major cause of skin cancer. A novel series of hybrid derivatives (I-VIII) for use in sunscreen formulations were synthesized by molecular hybridization of t-resveratrol, avobenzone, and octyl methoxycinnamate, and were characterized. The antioxidant activity values for VIII were comparable than to those of t-resveratrol. Compounds I-III and VI demonstrated Sun Protector Factor superior to that of t-resveratrol. Compounds I and IV-VIII were identified as new, broad-spectrum UVA filters while II-III were UVB filters. In conclusion, novel hybrid derivatives with antioxidant effects have emerged as novel photoprotective agents for the prevention of skin cancer.

Keywords: Antioxidant; Avobenzone; Molecular hybridization; Octyl methoxycinnamate; Photoprotection; Sunscreens; UV filters; UV radiation; t-Resveratrol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Cinnamates / chemistry
  • Humans
  • Propiophenones / chemistry
  • Resveratrol
  • Skin Neoplasms / prevention & control
  • Stilbenes / chemistry
  • Sun Protection Factor
  • Sunscreening Agents / chemical synthesis*
  • Sunscreening Agents / chemistry
  • Ultraviolet Rays

Substances

  • Antioxidants
  • Cinnamates
  • Propiophenones
  • Stilbenes
  • Sunscreening Agents
  • octylmethoxycinnamate
  • avobenzone
  • Resveratrol