New Bergamotane Sesquiterpenoids from the Plant Endophytic Fungus Paraconiothyrium brasiliense

Abstract

Brasilamides K-N (1–4), four new bergamotane sesquiterpenoids; with 4-oxatricyclo (3.3.1.0 2,7)nonane (1)and 9-oxatricyclo(4.3.0.0 4,7)nonane (2–4) skeletons; were isolated from the scale-up fermentation cultures of the plant endophytic fungus Paraconiothynium brasiliense Verkley. The previously identified sesquiterpenoids brasilamides A and C (5 and 6) were also reisolated in the current work. The structures of 1–4 were elucidated primarily by interpretation of NMR spectroscopic data. The absolute configurations of 1–3 were deduced by analogy to the co-isolated metabolites 5 and 6; whereas that of C-12 in 4 was assigned using the modified Mosher method. The cytotoxicity of all compounds against a panel of eight human tumor cell lines were assayed.

Keywords

• Paraconiothynium brasiliense
• endophytic fungus
• sesquiterpenoid