Rodriguesic acids, modified diketopiperazines from the gastropod mollusc Pleurobranchus areolatus

Autor(es)

Fabio R. Pereira ^[1] ; Mario F. C. Santos ^[1] ; David E. Williams ^{[2, 3]} ; Raymond J. Andersen ^{[2, 3]} ; Vinicius Padula ^{[4, 5, 6]} ; Antonio G. Ferreira ^[7] ; Roberto G. S. Berlinck ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[2] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1 - Canada

^[3] Univ British Columbia, Dept Earth Ocean & Atmospher Sci, Vancouver, BC V6T 1Z1 - Canada

^[4] SNSB Zool Staatssammlung Munchen, D-81247 Munich - Germany

^[5] Univ Munich, Dept Biol 2, D-81377 Munich - Germany

^[6] Univ Munich, GeoBio Ctr, D-81377 Munich - Germany

^[7] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of the Brazilian Chemical Society; v. 25, n. 4, p. 788-794, 2014-04-00.

Resumo

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. (AU)

• Processo FAPESP: 10/50190-2 - Investigação do potencial biotecnológico e metabólico de organismos marinhos para processos de biorremediação e produção de substâncias com atividades anti-virais, anti-leishmania e anti-inflamatória (Biodiversidade Marinha)
• Beneficiário: Roberto Gomes de Souza Berlinck
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático