Semisythesis of Guttiferone A analogs
Guttiferone A isolated from Symphonia globulifera trees belongs to the PPAPs family (Polycyclic Polyprenylated Acyl Phlorogucinols). This natural compound exhibits several interesting biological activities, such as anti-HIV, cytotoxic, trypanocidal, antiplasmodial and leishmanicidal properties. Our aim is to develop several analogs in order to increase the activity and selectivity toward antiparasitic targets and to decrease the cytotoxicity. To start the SAR study of guttiferone A, we performed the synthesis of catechol analogs and some intramolecular cyclisations using both yeast biotransformation and chemistry.