Simple, green, ultrasound-assisted preparation of novel core–shell microcapsules from octyl methoxycinnamate and oligomeric proanthocyanidins for UV-stable sunscreen

Abstract

Without sunscreens, UV rays in sunlight cause skin damage, ranging from dark spots and premature aging to skin cancer. Present sunscreens, however, are readily photodegraded, producing highly reactive radicals that can damage cells. To address this problem, we have now used ultrasound to prepare core–shell microcapsules, which offer improved protection against UV light and improved UV stability. The composite microcapsules have oligomeric proanthocyanidins (OPCs), which are amphiphilic plant-derived secondary metabolites, as the shell and octyl methoxycinnamate (OMC), which is a UVB absorber, as the core. The polyphenolic flavonoid structure of OPCs improves the UV stability of OMC and thus avoids the skin damage caused by OMC photodegradation products. In the microcapsules, π–π stacking interactions between OPCs and OMC molecules enhance the ability of OMC to absorb UV radiation and extend the absorption range from the UVB region (280–320 nm) to include the UVA and UVC regions (200–400 nm). The composite microcapsules were shown to be stable on storage and to be non-irritant to human skin. The ultrasound-assisted preparation of OMC/OPCs composite microcapsules is simple, efficient and green and provides a feasible strategy for the development of novel, more effective, sunscreens.