Journal
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
Volume 25, Issue 4, Pages 788-794Publisher
SOC BRASILEIRA QUIMICA
DOI: 10.5935/0103-5053.20140037
Keywords
nudipleura; Pleurobranchus; diketopiperazine; hydroxamate; mollusc
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Funding
- BIOTA/BIOprospecTA FAPESP grant [2010/50190-2]
- NSERC
- CAPES
- CNPq-Brasil
- DAAD (Germany)
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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.
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