Published November 1960
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The biogenesis of the mold tropolones
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Abstract
The discovery of the mold metabolites puberulonic acid (I) and puberulic acid (II)(1) and stipitatic acid (III)(2) presented a difficult structural problem to organic chemistry until, in 1945, Dewar(3) made the ingenious proposal of the existence of tropolone (IV) as a new aromatic system. Dewar(3) correctly assigned the structure III to stipitatic acid. The work of Todd and his collaborators(4) led to I for puberulic acid. Aulin-Erdtman(5,6) and Todd et al.(7) showed puberulonic acid to be II. Recently, a fourth mold tropolone, stipitatonic acid, has been characterized(8-10) as V.
Additional Information
© 1960 by the National Academy of Sciences. Communicated by Carl Niemann, September 19, 1960. Presented at the 137th meeting of the American Chemical Society, Cleveland, Ohio, 1960; cf. Abstracts of papers 39-0. A preliminary communication of some of these results has appeared in Biochem. Biophys. Res. Comm., 2, 107 (1960). [J.H.R. was] [a]ided by a grant from the Brown Hazen Fund of the Research Corporation. Gates and Crellin Laboratories of Chemistry, Contribution No. 2630.Files
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