Further Octaketides

Fruit bodies of the slime mould Metatrichia vesparium contain homo trichione (386) as the major pigment along with the arcyriaflavins-B and -C (see Section 5.3), and minor amounts of vesparione (387) and trichione (280) 436, 438). The structure of homotrichione (386) followed from the spectroscopic data and by comparison with trichione 

Benzene, cat. AcOH, jff-alanine Dean-Stark [72% yield] 

The structure (389) of lindbladiapyrone followed from analysis of the H-n.m.r. spectrum which clearly revealed the presence of an n- 

Fermentations of the ascomycete Sepedonium chrysospermum produce large quantities of (—)-chrysodin [UV/vis. (chloroform) max(log e) = 243 (3.99), 308.5 (4.12), 380 nm (4.61)] for which the aza-philone structure (390) has been proposed on the basis of chemical transformations and physical measurements 170). The absolute configuration shown for chrysodin (390) may be assigned following more recent work on the stereochemistry of azaphilone pigments 632, 714). 

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