Luo Yin, Yang Yushun, Hou Wenguang, Fu Jie
Department of Biomedical Engineering, School of Life Science and Technology, Huazhong University of Science and Technology, Wuhan 430074, China.
School of Environmental Science and Engineering, Huazhong University of Science and Technology, Wuhan 430074, China.
Biology (Basel). 2021 Nov 6;10(11):1145. doi: 10.3390/biology10111145.
Cyanobacteria bloom caused by water eutrophication has threatened human health and become a global environmental problem. To develop green algicides with strong specificity and high efficiency, three series of ester and amide derivatives from parent allelochemicals of caffeic acid (CA), cinnamic acid (CIA), and 3-hydroxyl-2-naphthoic acid (HNA) were designed and synthesized. Their inhibitory effects on the growth of five harmful cyanobacterial species, (), (), (), (), and (), were evaluated. The results revealed that CIA esters synthesized by cinnamic acid and fatty alcohols showed the best inhibition effect, with EC values ranging from 0.63 to >100 µM. Moreover, some CIA esters exhibited a good selectivity in inhibiting cyanobacteria. For example, the inhibitory activity of naphthalen-2-yl cinnamate was much stronger on (EC = 0.63 µM) than other species (EC > 10 µM). Three-dimensional quantitative structure-activity relationship (3D-QSAR) analysis was performed and the results showed that the steric hindrance of the compounds influenced the algicidal activity. Further mechanism study found that the inhibition of CIA esters on the growth of might be related to the accumulation of malondialdehyde (MDA).
水体富营养化导致的蓝藻水华已威胁到人类健康，并成为一个全球性的环境问题。为了开发具有强特异性和高效性的绿色杀藻剂，设计并合成了来自咖啡酸（CA）、肉桂酸（CIA）和3-羟基-2-萘甲酸（HNA）母体化感物质的三个系列的酯和酰胺衍生物。评估了它们对五种有害蓝藻物种，即[此处原文缺失物种名称]、[此处原文缺失物种名称]、[此处原文缺失物种名称]、[此处原文缺失物种名称]和[此处原文缺失物种名称]生长的抑制作用。结果表明，由肉桂酸和脂肪醇合成的CIA酯表现出最佳的抑制效果，其EC值范围为0.63至>100μM。此外，一些CIA酯在抑制蓝藻方面表现出良好的选择性。例如，肉桂酸萘-2-酯对[此处原文缺失物种名称]（EC = 0.63μM）的抑制活性比对其他物种（EC>10μM）的抑制活性要强得多。进行了三维定量构效关系（3D-QSAR）分析，结果表明化合物的空间位阻影响了杀藻活性。进一步的机理研究发现，CIA酯对[此处原文缺失物种名称]生长的抑制作用可能与丙二醛（MDA）的积累有关。
