Synthesis of limonene β-amino alcohol derivatives in support of new antileishmanial therapies

Abstract

A series of seven limonene β-amino alcohol derivatives has been regioselectively synthesised in moderate to good yields. Two of these compounds were found to be significantly effective against in vitro cultures of the Leishmania (Viannia) braziliensis promastigote form in the micromolar range. The activities found for 3b and 3f were about 100-fold more potent than the standard drug, Pentamidine, in the same test, while limonene did not display any activity. This is the first report of antileishmanial activity by limonene β-amino alcohol derivatives.

Keywords

• limonene
• β-amino alcohol
• synthesis
• leishmaniasis
• Leishmania braziliensis
• neglected diseases