Synthesis, larvicidal activities and antifungal activities of novel chlorantraniliprole derivatives and their target in the ryanodine receptor.
In order to identify novel chlorantraniliprole derivatives as potential insecticides or fungicides, 25 analogues of chlorantraniliprole were synthesized. The insecticidal activities against oriental armyworm and the antifungal activities against five typical fungi of these derivatives were tested. Compounds 2u, 2x and 2y exhibited good activities against oriental armyworm, especially compounds 2u and 2x which showed higher larvicidal activities than indoxacarb. Moreover, all of the tested compounds exhibited activities against five typical fungi. The Ki values of all synthesized compounds were calculated using AutoDock4. The relationship between the Ki values and the results of insecticidal activities against oriental armyworm further indicated that the membrane-spanning domain protein of the ryanodine receptor might contain chlorantraniliprole binding sites.
Marine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, China. qichao_chen@126.com.
Qichao
Q
Chen
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China. xionglixia@nankai.edu.cn.
Lixia
L
Xiong
Marine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, China. Min.Luo@rega.kuleuven.be.
Min
M
Luo
Marine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, China. wangjinsd@yeah.net.
Jin
J
Wang
Marine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, China. sdu285@163.com.
Changyan
C
Hu
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China. xiaojun060603@nankai.edu.cn.
Xiao
X
Zhang
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China. yushujing@nankai.edu.cn.
Shujing
S
Yu
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China. bioassay@nankai.edu.cn.
Yonghong
Y
Li
Marine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, China. dequn.sun@sdu.edu.cn.
Dequn
D
Sun
D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology*; D001665:Binding Sites / Q000187:drug effects; D005658:Fungi / Q000187:drug effects / Q000378:metabolism; D007306:Insecticides / Q000737:chemistry* / Q000494:pharmacology*; D007814:Larva / Q000187:drug effects / Q000378:metabolism; D007915:Lepidoptera / Q000187:drug effects; D019837:Ryanodine Receptor Calcium Release Channel / Q000378:metabolism*; D062367:ortho-Aminobenzoates / Q000737:chemistry* / Q000494:pharmacology*
D000935:Antifungal Agents; D007306:Insecticides; D019837:Ryanodine Receptor Calcium Release Channel; D062367:ortho-Aminobenzoates; C517733:chlorantranilipole