Algicidal Activity of Thiazolidinedione Derivatives Against Harmful Algal Blooming Species
Algicidal Activity of Thiazolidinedione Derivatives Against Harmful Algal Blooming Species
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DOI：
10.1007/s10126-011-9412-5
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发表时间：
2012-06-01
影响因子：
3
通讯作者：
Jin, EonSeon
中科院分区：
文献类型：
--
作者：
Kim, Yeon-Mi;Wu, Ying;Jin, EonSeon
噻唑烷二酮（TD）衍生物对有害藻华物种如Chattonella marina、赤潮异弯藻（Heterosigma akashiwo）和聚克里藻（Cozodinium polykrikoides）表现出杀藻活性，如先前所报道的。本研究通过分析TD衍生物的构效关系，考察TD衍生物的药效和选择性。为了研究抑制有害藻类生长的构效关系，我们在5-（3-氯-4-羟基苯亚甲基）-TD的环己基环和氧之间加入亚甲基，这降低了化合物17的抑制效力。有趣的是，另一个亚甲基基团的加入显著增加了对C的抑制效力。polykrikoides。添加1 μ M化合物17导致有害藻类在20 ℃下孵育不到10小时后细胞破裂。将化合物17施用于有害和无害藻类，并显示出光系统II效率的急剧降低，导致减少的光合放氧。5 μ M浓度的化合物17破坏了所有的有害藻类，而对无害藻类的杀藻活性在测试的浓度范围内不超过对照的30%。相反，除草剂3-（3，4-二氯苯基）-1，1-二甲基脲，在5 μ M浓度下测试，相对于对有害和无害藻类的对照，表现出40-70%的杀藻活性。化合物17是一个很有前途的先导化合物，用于开发控制有害藻华的杀藻剂。
Thiazolidinedione (TD) derivatives exhibit algicidal activity against harmful algal blooming species such as Chattonella marina, Heterosigma akashiwo, and Cochlodinium polykrikoides, as reported previously. In this study, the efficacies and selectivities of TD derivatives were tested by analyzing the structure-activity relationships of various TD derivatives. To investigate structure-activity relationships for growth inhibition of harmful algae, we added a methylene group between the cyclohexyl ring and oxygen of 5-(3-chloro-4-hydroxybenzylidene)-TD, which decreased the inhibitory potency of compound 17. Interestingly, another addition of a methylene group significantly increased the inhibitory potency against C. polykrikoides. The addition of 1 mu M compound 17 resulted in the cell rupture of harmful algae after less than 10 h incubation at 20 degrees C. Compound 17 was applied to both harmful and non-harmful algae and showed a drastic reduction in the efficiency of photosystem II, resulting in reduced photosynthetic oxygen evolution. Compound 17 at a 5 mu M concentration destroyed all of the harmful algae, while algicidal activity against non-harmful algae did not exceed 30% of the control within the concentration range tested. In contrast, a herbicide, 3-(3,4-dichlorophenyl)-1,1-dimethylurea, tested at a 5 mu M concentration, exhibited 40-70% algicidal activity relative to that of the control against both harmful and non-harmful algae. Compound 17 is a promising lead compound for the development of algicides to control harmful algal blooming species.