Design, synthesis and biological evaluation of soluble 2,5-diketopiperazines derivatives as potential antifouling agents
Design, synthesis and biological evaluation of soluble 2,5-diketopiperazines derivatives as potential antifouling agents
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作为潜在防污剂的可溶性2,5-二酮哌嗪衍生物的设计、合成和生物学评价
DOI：
10.1039/c5ra06210a
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发表时间：
2015-01-01
期刊：
影响因子：
3.9
通讯作者：
Liu, Yonghong
中科院分区：
文献类型：
--
作者：
Liao, Shengrong;Xu, Ying;Liu, Yonghong
设计、合成了一个小的可溶性2，5-二酮哌嗪衍生物库，并通过幼虫附着试验评价了其作为两种海洋生物：藤壶和泡虫的杀虫活性。结果表明，不同的衍生物具有不同的抗肿瘤活性。在这些化合物中，（EC 50 = 2.5 μ g mL（-1）），3b（EC 50 = 3.2 mg mL（-1））和3d（EC_（50）= 1.6mg·mL ~（-1））具有较强的活性，2d结果表明，化合物31（EC_（50）= 20.5mg·mL ~（-1））、3l（EC_（50）= 25.0mg·mL ~（-1））和3 m（EC_（50）= 18.5mg·mL ~（-1））对藤壶具有中等活性，其余化合物均无活性。化合物3d（EC_（50）= 3.1 mg mL（-1））和3 i（EC_（50）= 2.3 mg mL（-1））对稻纵卷叶螟有较强的活性，化合物3a（EC_（50）= 11.3 mg mL（-1））和3c（EC_（50）= 17.2 mg mL（-1））对稻纵卷叶螟有中等活性，其余化合物均无活性。所有化合物的抗肿瘤活性均强于天然产物cyclo-（L-Phe-L-Pro）。由于化合物3d对两种污损生物都具有很强的抑制活性，且对环境的毒性很低或没有毒性，因此可以作为一种新的模板分子用于进一步开发作为污损生物抑制剂。
A small library of soluble 2,5-diketopiperazine derivatives were designed, synthesized and evaluated as antifouling agents against two species of marine organisms: Balanus amphitrite and Bugula neritina by larval attachment assay. The results showed that different derivatives had different antifouling activities. Among these compounds, 3a (EC50 = 2.5 mu g mL(-1)), 3b (EC50 = 3.2 mg mL(-1)) and 3d (EC50 = 1.6 mg mL(-1)) had strong activities, and 2d (EC50 = 20.5 mg mL(-1)), 3l (EC50 = 25.0 mg mL(-1)) and 3m (EC50 = 18.5 mg mL(-1)) had moderate activities against Balanus amphitrite, but other compounds had no activities. Differently, compounds 3d (EC50 = 3.1 mg mL(-1)) and 3i (EC50 = 2.3 mg mL(-1)) exhibited strong activities, and 3a (EC50 = 11.3 mg mL(-1)) and 3c (EC50 = 17.2 mg mL(-1)) showed moderate activities against Bugula neritina, whereas other compounds had no activities. All of the active compounds had stronger antifouling activities than those of the natural product cyclo-(L-Phe-L-Pro). Compound 3d could be a new template molecule for further development as an antifouling agent because of its strong inhibitory activities against both species of fouling organisms with low or no toxicity to the environment.