Antibacterial modified diketopiperazines from two ascidians of the genus Didemnum

Journal of the Brazilian Chemical Society

Miriam H. Kossuga²  Simone P. Lira²  Shayna Mchugh²  Yohandra R. Torres²  Bruna A. Lima¹  Reginaldo Gonçalves¹  Katyuscya Veloso¹  Antonio G. Ferreira¹  Rosana M. Rocha¹  Roberto G. S. Berlinck² 

[1] ,Universidade de São Paulo Instituto de Química de São Carlos São Carlos SP ,Brazil

关键词: ascidian;    marine;    diketopiperazine;    absolute configuration;    antibiotic;   

DOI  :  10.1590/S0103-50532009000400014

来源: SciELO

【 摘 要 】

The chemical investigation of the crude extract of an ascidian of the genus Didemnumled to the isolation of the modified diketopiperazine rodriguesines A (1) and (2) as a mixture of homologues, which could be identified by analysis of spectroscopic data including MS/MS experiments. The investigation of a second Didemnumsp. led to the isolation of N-acetyl-rodriguesine A (3) and N-acetyl-rodriguesine B (4). The absolute configuration of compounds 1and 2could be established by hydrolysis and Marfey's analysis and comparison with literature data reported for compound 3, previously obtained as a synthetic product. The mixture of 1and 2displayed moderate antibiotic activity against a clinical isolate of Streptococcus mutansand against S. mutansUA159 and Staphylococcus aureusATCC6538.

【 授权许可】

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