Submitted to: Journal of Natural Products
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 1/26/2006
Publication Date: 2/14/2006
Citation: Jiao, P., Swenson, D.C., Gloer, J.B., Wicklow, D.T. 2006. Chloriolide, a twelve-membered macrolide from Chloridium virescens var. chlamydosporum (NRRL 37636). Journal of Natural Products. 69:636-639. Interpretive Summary: Fungi that parasitize and kill other fungi offer a potential source of novel antifungal agents useful to agriculture and medicine. The fungus Chloridium virescens var. chlamydosporum NRRL 37636), encountered as a colonist of a decayed hardwood branch, collected from a long-leaf pine-oak forest at Wakulla Springs State Park near Crawfordsville, Florida, was examined for its ability to produce antifungal agents and other bioactive metabolites. Chloriolide is reported as a new metabolite for which the closest known analogs have been reported to show antifungal and antibacterial activity. The known compound monorden showed potent antifungal activity against Aspergillus flavus and Fusarium verticillioides.
Technical Abstract: A new twelve-membered macrolide (chloriolide; 1) was obtained from solid-substrate fermentation cultures of Chloridium virescens var. chlamydosporum isolated from decayed wood. The structure of 1 was determined by analysis of 1D NMR, 2D NMR, MS data, and confirmed by X-ray crystallographic analysis. The absolute stereochemistry of chloriolide was assigned by application of the modified Mosher method and verified by X-ray crystallographic analysis of a derivatized degradation product.