Planta Med 2012; 78 - PD13
DOI: 10.1055/s-0032-1320371

Semisythesis of Guttiferone A analogs

Y Fromentin 1, 2, P Grellier 2, S Michel 1, D Buisson 2, MC Lallemand 1
  • 1Laboratoire de Pharmacognosie, UMR CNRS 8638 Université Paris Descartes Sorbonne Paris Cité, Paris France
  • 2UMR 7245 CNRS Molécules de Communication et Adaptation des Microorganismes, Muséum National d'Histoire Naturelle (Paris)

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.