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. C...

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Main Authors: Qichao Chen, Lixia Xiong, Min Luo, Jin Wang, Changyan Hu, Xiao Zhang, Shujing Yu, Yonghong Li, Dequn Sun
Format: Article
Language:English
Published: MDPI AG 2015-03-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/3/3854
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spelling doaj-531c34972449420f93d4d45bbce378242020-11-25T00:03:21ZengMDPI AGMolecules1420-30492015-03-012033854386710.3390/molecules20033854molecules20033854Synthesis, Larvicidal Activities and Antifungal Activities of Novel Chlorantraniliprole Derivatives and Their Target in the Ryanodine ReceptorQichao Chen0Lixia Xiong1Min Luo2Jin Wang3Changyan Hu4Xiao Zhang5Shujing Yu6Yonghong Li7Dequn Sun8Marine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, ChinaState Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, ChinaMarine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, ChinaMarine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, ChinaMarine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, ChinaState Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, ChinaState Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, ChinaState Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, ChinaMarine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, ChinaIn 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.http://www.mdpi.com/1420-3049/20/3/3854anthranilic diamideschlorantraniliproleryanodine receptorinsecticidal activitiesantifungal activitiesmolecular docking
collection DOAJ
language English
format Article
sources DOAJ
author Qichao Chen
Lixia Xiong
Min Luo
Jin Wang
Changyan Hu
Xiao Zhang
Shujing Yu
Yonghong Li
Dequn Sun
spellingShingle Qichao Chen
Lixia Xiong
Min Luo
Jin Wang
Changyan Hu
Xiao Zhang
Shujing Yu
Yonghong Li
Dequn Sun
Synthesis, Larvicidal Activities and Antifungal Activities of Novel Chlorantraniliprole Derivatives and Their Target in the Ryanodine Receptor
Molecules
anthranilic diamides
chlorantraniliprole
ryanodine receptor
insecticidal activities
antifungal activities
molecular docking
author_facet Qichao Chen
Lixia Xiong
Min Luo
Jin Wang
Changyan Hu
Xiao Zhang
Shujing Yu
Yonghong Li
Dequn Sun
author_sort Qichao Chen
title Synthesis, Larvicidal Activities and Antifungal Activities of Novel Chlorantraniliprole Derivatives and Their Target in the Ryanodine Receptor
title_short Synthesis, Larvicidal Activities and Antifungal Activities of Novel Chlorantraniliprole Derivatives and Their Target in the Ryanodine Receptor
title_full Synthesis, Larvicidal Activities and Antifungal Activities of Novel Chlorantraniliprole Derivatives and Their Target in the Ryanodine Receptor
title_fullStr Synthesis, Larvicidal Activities and Antifungal Activities of Novel Chlorantraniliprole Derivatives and Their Target in the Ryanodine Receptor
title_full_unstemmed Synthesis, Larvicidal Activities and Antifungal Activities of Novel Chlorantraniliprole Derivatives and Their Target in the Ryanodine Receptor
title_sort synthesis, larvicidal activities and antifungal activities of novel chlorantraniliprole derivatives and their target in the ryanodine receptor
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2015-03-01
description 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.
topic anthranilic diamides
chlorantraniliprole
ryanodine receptor
insecticidal activities
antifungal activities
molecular docking
url http://www.mdpi.com/1420-3049/20/3/3854
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