Fdhila Faouzi, Vázquez Victoriano, Sánchez José Luis, Riguera Ricardo
Departamento de Química Orgánica, Facultad de Química, Universidad de Santiago, 15782 Santiago de Compostela, Spain.
J Nat Prod. 2003 Oct;66(10):1299-301. doi: 10.1021/np030233e.
Bacterial strains CF-20 (CECT5719) and C-148 (CECT5718), isolated from cultures of larvae of molluscs, are shown to produce substances 1-5 with strong antibiotic activity against Vibrio anguillarum (MIC: 0.03-0.07 mug/mL) and identified as the dd-diketopiperazines cyclo(d)-Pro-(d)-Phe (1), cyclo(d)-Pro-(d)-Leu (2), cyclo(d)-Pro-(d)-Val (3), cyclo(d)-Pro-(d)-Ile (4), and cyclo-trans-4-OH-(d)-Pro-(d)-Phe (5). Comparison with other stereoisomers indicates that inhibition of V. anguillarum is associated with the presence of at least one d-amino acid in the diketopiperazine system. This is the first time a series of dd-diketopiperazines has been isolated from a single natural source and their inhibitory activity against V. anguillarum described.
从软体动物幼虫培养物中分离出的细菌菌株CF-20（CECT5719）和C-148（CECT5718），被证明能产生对鳗弧菌具有强抗生素活性的物质1-5（最低抑菌浓度：0.03-0.07微克/毫升），并被鉴定为双d-二酮哌嗪环（d）-脯氨酸-（d）-苯丙氨酸（1）、环（d）-脯氨酸-（d）-亮氨酸（2）、环（d）-脯氨酸-（d）-缬氨酸（3）、环（d）-脯氨酸-（d）-异亮氨酸（4）和反式-4-羟基-（d）-脯氨酸-（d）-苯丙氨酸（5）。与其他立体异构体的比较表明，对鳗弧菌的抑制作用与二酮哌嗪系统中至少一个d-氨基酸的存在有关。这是首次从单一天然来源分离出一系列双d-二酮哌嗪，并描述了它们对鳗弧菌的抑制活性。
