Antibacterial modified diketopiperazines from two ascidians of the genus Didemnum

Journal of the Brazilian Chemical Society

Ferreira, Antonio G.¹  Kossuga, Miriam H.¹  McHugh, Shayna¹  Universidade Estadual de Campinas, Piracicaba, Brazil¹  Torres, Yohandra R.¹  Berlinck, Roberto G. S.¹  Gonçalves, Reginaldo¹  Rocha, Rosana M.¹  Universidade Federal de São Carlos, São Carlos, Brazil¹  Universidade Estadual do Centro-Oeste, Guarapuava, Brazil¹  Lira, Simone P.¹  Universidade de São Paulo, São Carlos, Brazil¹  Lima, Bruna A.¹  Veloso, Katyuscya¹  Universidade Federal do Paraná, Curitiba, Brazil¹ 

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

DOI  :  10.1590/S0103-50532009000400014

学科分类：化学（综合）

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】

Unknown