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The biogenesis of the mold tropolones

Ferretti, L. D. and Richards, J. H. (1960) The biogenesis of the mold tropolones. Proceedings of the National Academy of Sciences of the United States of America, 46 (11). pp. 1438-1444. ISSN 0027-8424. http://resolver.caltech.edu/CaltechAUTHORS:FERpnas60

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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.


Item Type:Article
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.
Record Number:CaltechAUTHORS:FERpnas60
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:FERpnas60
Alternative URL:http://dx.doi.org/10.1073/pnas.46.11.1438
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:7651
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:20 Mar 2007
Last Modified:26 Dec 2012 09:33

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