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Sociedade Brasileira de Química, SBQ, Journal of the Brazilian Chemical Society, 2014

DOI: 10.5935/0103-5053.20140037

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Rodriguesic Acids, Modified Diketopiperazines from the Gastropod MolluscPleurobranchus areolatus

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

In the present investigation, two specimens of the nudipleuran mollusc Pleurobranchus areolatus have shown to accumulate oxidized rodriguesin A derivatives. Rodriguesic acid presents a carboxylic acid replacing the terminal methyl group of the alkyl chain of rodriguesin A. A hydroxamate group was also present on the diketopiperazine moiety of a rodriguesic acid derivative. The structures of both rodriguesic acid and of rodriguesic acid hydroxamate have been established by analysis of spectroscopic data, including their absolute configuration. Two methyl esters of the rodriguesic acids have been isolated as major compounds, but were considered to be isolation artifacts.