Attached
A new naphthoquinone, teratosphaerone A (I), four new naphthalenones, namely, teratosphaerone B (2),
structurally related to I, iso-balticol B (3), iso-balticol B-4,9-acetonide (4), and (+)-balticol C (5), a new furanonaphthalenone,
(3aS,9R,9aS)-1(9a),3(3a),9-hexahydromonosporascone (6), and the known metabolite monosporascone (7) were isolated from
Teratosphaeria sp. FL2137, a fungal strain inhabiting the internal tissue of recently dead but undecomposed foliage of Pinus
clausa. The structures of 1-6 were elucidated on the basis of their spectroscopic data including 2D NMR, and absolute
configurations of 2, 3, and 6 were determined by the modified Mosher's ester method. When evaluated in a panel of five tumor
ceIJlines, metabolites 1 and 7 isolated from a cytotoxic fraction of the extract exhibited moderate selectivity for metastatic breast
adenocarcinoma cell line MDA-MB-231. Of these, 1 showed cytotoxicity to this cell line with an ICso of 1.2 ± 0.1 JiM.
