Stachybotrys cylindrospora

Stachybotris cylindrospora often has been isolated from clean xylem tissue of P. tremuloides. The metabolites produced by S. cylindrospora cultured in liquid medium were subjected to bioassay guided separation on XAD-16 non-ionic resin, followed by Sephadex LH-20 and silica gel chromatography to afford two known antifungal sesquiterpenes, trichodermin (20) and trichodermol (21) (Chart 4). Both compounds... 

Hiratsuka, Y., P. Chakravarty, S. Miao, and W.A. Ayer Potential for biological protection against blue stain in Populus tremuloides with a hyphomycetous fungus, Stachybotrys cylindrospora. Canad. J. For. Res. 24, 174 (1994). 

Metab. of the aspen fungus Stachybotrys cylindrospora. Yellow amorph. solid. Mp 183-186°. [aj, +103 (c, 0.36 in MeCN). 

One of the most compact and condensed carbon frameworks consisting of multiple interconnected ring systems, coleophomones B-C (148, 151) - isolated from a Stachybotrys cylindrospora fungal broth, has an antifimgal activity and inhibits the serine protease enzyme, heart chimase. The 11-membered ring of these two compounds was constructed using an impressive olefin metathesis reaction to build the C16-C17 bond (Equations 1 and 2, Scheme 5.34). RCM reactions proceeded with excellent yields and selectivities for both members of the family [66]. 

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