Department of Bioenvironmental Chemistry and Institute of Agricultural Science and Technology, College of Agriculture and Life Sciences, Chonbuk National University , Jeonju 561-756, Republic of Korea.
J Agric Food Chem. 2014 Aug 27;62(34):8663-7. doi: 10.1021/jf502536e. Epub 2014 Aug 18.
The acaricidal and insecticidal potential of the active constituent isolated from Citrullus colocynthis fruits and its structurally related analogues was evaluated by performing leaf disk, contact toxicity, and fumigant toxicity bioassays against Tetranychus urticae, Sitophilus oryzae, and Sitophilus zeamais adults. The active constituent of C. colocynthis fruits was isolated by chromatographic techniques and was identified as 4-methylquinoline on the basis of spectroscopic analyses. To investigate the structure-activity relationships, 4-methylquinoline and its structural analogues were tested against mites and two insect pests. On the basis of the LC50 values, 7,8-benzoquinoline was the most effective against T. urticae. Quinoline, 8-hydroxyquinoline, 2-methylquinoline, 4-methylquinoline, 6-methylquinoline, 8-methylquinoline, and 7,8-benzoquinoline showed high insecticidal activities against S. oryzae and S. zeamais regardless of the application method. These results indicate that introduction of a functional group into the quinoline skeleton and changing the position of the group have an important influence on the acaricidal and insecticidal activities. Furthermore, 4-methylquinoline isolated from C. colocynthis fruits, along with its structural analogues, could be effective natural pesticides for managing spider mites and stored grain weevils.
从苦瓜果实中分离得到的活性成分及其结构类似物对叶盘、接触毒性和熏蒸毒性生物测定进行了杀螨和杀虫活性评价，用于防治二斑叶螨、米象和玉米象成虫。苦瓜果实的活性成分通过色谱技术分离，并根据光谱分析鉴定为 4-甲基喹啉。为了研究构效关系，对 4-甲基喹啉及其结构类似物进行了抗螨和两种害虫的测试。根据 LC50 值，7,8-苯并喹啉对二斑叶螨最有效。喹啉、8-羟基喹啉、2-甲基喹啉、4-甲基喹啉、6-甲基喹啉、8-甲基喹啉和 7,8-苯并喹啉无论采用何种施药方法，对米象和玉米象均表现出较高的杀虫活性。这些结果表明，在喹啉骨架中引入官能团和改变基团的位置对杀螨和杀虫活性有重要影响。此外，从苦瓜果实中分离得到的 4-甲基喹啉及其结构类似物可能是防治叶螨和储粮象鼻虫的有效天然农药。
