Submitted to: Heterocycles
Publication Type: Peer reviewed journal
Publication Acceptance Date: 8/2/2010
Publication Date: 8/4/2010
Citation: Hosoe, T., Gloer, J.B., Wicklow, D.T., Raja, H., Shearer, C.A. 2010. New nonadride analogues from a freshwater isolate of an undescribed fungus belonging to the order pleosporales. Heterocycles. 81(9):2123-2130. Interpretive Summary: This research discovered new chemicals produced by a unique fungus called Wicklowia aquatica. Fungi that parasitize and kill other fungi offer a potential source of new bioactive agents useful to agriculture and medicine. An isolate of Wicklowia aquatica, encountered as a colonist of herbaceous material from a backwater swamp in Florida was examined for its ability to produce novel bioactive metabolites. Five metabolites with a common biosynthetic origin were reported as new. Three of these compounds showed antifungal activity against Fusarium verticillioides. This research will be important to agricultural scientists who seek to develop new methods to protect crops from fungal infection.
Technical Abstract: Three new nonadride derivatives, tetrahydroepiheveadride (1), dideoxoepiheveadride (2) and deoxyodihydroepiheveadride (3), and two C-9 compounds, messafranone A (7) and B (8), which were suggestive of precursors of nonadrides, along with other known compounds epiheveadride (4), deoxoepiheveadride (5), dihydroepiheveadride (6), sydonic acid (9), hydroxysydonic acid (10), folipastatin (11), and agonodepside B (12), from the freshwater aquatic fungus Wicklowia aquatica. The chemical structures of 1-12 were elucidated by the spectroscopic and chemical investigtigation and, comparison to literature data.