A rationale to design longer lasting mosquito repellents

Mosquito repellents represent a cleaner and safer alternative for population control and reduce the diseases they carry in large areas of the world. Recently, research has been focused on repellents of natural origins, both crude essential oils and their main constituents. We have observed that, although a large number of compounds can be efficiently used as mosquito repellents, their efficacy is never higher than those of commercial products DEET and Icaridin. Reasoning that probably specific and exceptionally active repellents might not exist, we focused our research on products that could provide longer protection times with respect to current commercial formulations while being used at lower concentrations. Based on the structure of menthone, a moderate natural repellent, we designed and synthesised some cyclic ketals that, because of their reduced volatility, could be effective for longer periods. In particular, a 1% solution of one of such derivatives can still reduce mosquito bites by 90% after 2 h, while DEET provides the same performance only for 15 min, when used at the same concentration. The approach we illustrate can be applied to other compounds and other systems and offers the additional advantage that derivatives of reduced volatility are also endowed with weaker odours.