KAUST Global Collaborative Research, Division of Life Science, Hong Kong University of Science and Technology , Clear Water Bay , Hong Kong , PR China.
Biofouling. 2012;28(8):857-64. doi: 10.1080/08927014.2012.717071.
A recent global ban on the use of organotin compounds as antifouling agents has increased the need for safe and effective antifouling compounds. In this study, a series of new butenolide derivatives with various amine side chains was synthesized and evaluated for their anti-larval settlement activities in the barnacle, Balanus amphitrite. Side chain modification of butenolide resulted in butenolides 3c-3d, which possessed desirable physico-chemical properties and demonstrated highly effective non-toxic anti-larval settlement efficacy. A structure-activity relationship analysis revealed that varying the alkyl side chain had a notable effect on anti-larval settlement activity and that seven to eight carbon alkyl side chains with a tert-butyloxycarbonyl (Boc) substituent on an amine terminal were optimal in terms of bioactivity. Analysis of the physico-chemical profile of butenolide analogues indicated that lipophilicity is a very important physico-chemical parameter contributing to bioactivity.
最近全球禁止使用有机锡化合物作为防污剂，这增加了对安全有效防污剂的需求。在这项研究中，我们合成了一系列带有各种胺侧链的新型丁烯内酯衍生物，并评估了它们对藤壶（Balanus amphitrite）幼虫附着的抗附着活性。丁烯内酯的侧链修饰得到了丁烯内酯 3c-3d，它们具有理想的物理化学性质，并表现出高度有效的无毒抗幼虫附着活性。构效关系分析表明，改变烷基侧链对抗幼虫附着活性有显著影响，而在胺端带有叔丁氧基羰基（Boc）取代基的 7 到 8 个碳烷基侧链在生物活性方面是最佳的。对丁烯内酯类似物的物理化学特性分析表明，亲脂性是一个非常重要的物理化学参数，有助于生物活性。
