Planta Med 2006; 72 - S_027
DOI: 10.1055/s-2006-949760

Novel oxygenated meroterpenoids and drimane sesquiterpenoids from the sponge-derived fungus Penicillium citreonigrum

R Ebel 1, Y Rusman 1, G Brauers 1, P Proksch 1, W Frank 2, V Wray 3
  • 1Heinrich – Heine University, Institute of Pharmaceutical Biology and Biotechnology, Universitätsstrasse 1, 40225 Düsseldorf, Germany
  • 2Heinrich – Heine University, Institute of Inorganic Chemistry, Düsseldorf, Germany, Universitätsstrasse 1, 40225 Düsseldorf, Germany
  • 3Gesellschaft für Biotechnologische Forschung, Mascheroder Weg 1, 38124 Braunschweig, Germany

In the course of our continuing search for bioactive metabolites from marine-derived fungi, we have investigated an isolate of Penicillium citreonigrum obtained from the Indonesian sponge Pseudoceratina purpurea (Carter). Besides novel drimane sesquiterpenes bearing close structural similarity to compounds previously described from a marine alga-derived fungus,1 we obtained a series of highly complex oxygenated meroterpenes exemplified by citreonigrin A. These novel compounds can be divided into different structural types, and are probably biogenetically derived from the “fungal meroterpenoid pathway“ leading to known fungal metabolites such as austin or paraherquonine.2 Details on the structures, their proposed biogenetic relation to previously described natural products, and their biological activity will be reported.

References: 1. Belofsky, G.N. et al. (1998), Tetrahedron 54: 1715–1724. 2. Simpson, T.J. et al. (1997), Tetrahedron 53: 4013–4034.