Synthesis of triazol derivatives of lupeol with potential antimalarial activity

Abstract

The goal of this project is synthesize and characterization of derivatives of lupeol and evaluated antimalarial activity. Historically, plants are important source of antimalarial medicines, highlighting quinine (1) (Figure 1), an important alkaloid from the Cinchona calisaya bark. This compound was an important model for cloroquine synthesis, a drug that was widely used in malaria treatment. In addition, one of the principal medicines used today is artemisinine, isolated from the Chinese plant Artemisia annua L (2) (Figure 1), and their semi synthetic derivatives (artesunate, artemeter, arteter). However, the malaria parasite has already shown resistance to most of these current drugs and the search for new candidates is essential. Lupeol (3) (Figura 1) is a compound that occurs in many plant species and discloses antimalarial, antiinflamatoryl and antitumoral activities. Considering its potential as a lead antimalarial molecule, we focused our work in the synthesis of new lupeol derivatives with increased antimalarial activity(scheme 1).

Keywords

• malaria, lupeol
• inhibitor
• copper-catalyzed azidealkyne cycloaddition (cuaac)
• click chemistry