Literature DB >> 33782814

Design, synthesis and fungicidal activity of 3,4-dichloroisothiazolocoumarin-containing strobilurins.

You Lv1, Kun Li1, Wei Gao1, Zesheng Hao1, Weibo Wang1, Xiaoyu Liu1, Liangfu Tang2, Zhijin Fan3.   

Abstract

Twenty-one novel 3,4-dichloroisothiazolocoumarin-containing strobilurins were rationally designed and synthesized. Preliminary bioassay showed that compounds 7c, 7h and 7l exhibited over 80% inhibitory rate against Sclerotinia sclerotiorum at 50 μg/mL, 7c exhibited good activity against S. sclerotiorum with median effective concentration (EC50) of 4.08 μg/mL, while the positive control coumoxystrobin showed EC50 of 1.00 μg/mL. In addition, 7d showed better fungicidal activity with a lower EC50 value of 7.65 μg/mL against Botrytis cinerea than that of positive control trifloxystrobin with its EC50 value of 21.96 μg/mL. This study indicated that 3,4-dichloroisothiazolocoumarin-containing strobilurin was a promising fungicide lead deserved for further study.
© 2021. The Author(s), under exclusive licence to Springer Nature Switzerland AG.

Entities:  

Keywords:  Antifungal activity; Coumarin; Molecular design; Strobilurin; Synthesis

Mesh:

Substances:

Year:  2021        PMID: 33782814     DOI: 10.1007/s11030-021-10207-5

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  19 in total

1.  Design, synthesis and acaricidal activity of novel strobilurin derivatives containing pyrimidine moieties.

Authors:  Bao-Shan Chai; Chang-Ling Liu; Hui-Chao Li; Xiao-Min He; Yan-Mei Luo; Guang Huang; Hong Zhang; Jun-Biao Chang
Journal:  Pest Manag Sci       Date:  2010-11       Impact factor: 4.845

Review 2.  Computational methods in drug discovery.

Authors:  Gregory Sliwoski; Sandeepkumar Kothiwale; Jens Meiler; Edward W Lowe
Journal:  Pharmacol Rev       Date:  2013-12-31       Impact factor: 25.468

Review 3.  Application of the intermediate derivatization approach in agrochemical discovery.

Authors:  Aiying Guan; Changling Liu; Xiaoping Yang; Mark Dekeyser
Journal:  Chem Rev       Date:  2014-05-29       Impact factor: 60.622

4.  Design, Synthesis, and Antifungal Evaluation of 8-Hydroxyquinoline Metal Complexes against Phytopathogenic Fungi.

Authors:  Xiao-Dan Yin; Kun-Yuan Ma; Yu-Ling Wang; Yu Sun; Xiao-Fei Shang; Zhong-Min Zhao; Ren-Xuan Wang; Yong-Jia Chen; Jia-Kai Zhu; Ying-Qian Liu
Journal:  J Agric Food Chem       Date:  2020-09-28       Impact factor: 5.279

5.  Synthesis of Novel 3,4-Chloroisothiazole-Based Imidazoles as Fungicides and Evaluation of Their Mode of Action.

Authors:  Lai Chen; Bin Zhao; Zhijin Fan; Xiumei Liu; Qifan Wu; Hongpeng Li; Haixia Wang
Journal:  J Agric Food Chem       Date:  2018-07-05       Impact factor: 5.279

6.  Synthesis of 1,2,3-Thiadiazole and Thiazole-Based Strobilurins as Potent Fungicide Candidates.

Authors:  Lai Chen; Yu-Jie Zhu; Zhi-Jin Fan; Xiao-Feng Guo; Zhi-Ming Zhang; Jing-Hua Xu; Ying-Qi Song; Morzherin Y Yurievich; Nataliya P Belskaya; Vasiliy A Bakulev
Journal:  J Agric Food Chem       Date:  2017-01-20       Impact factor: 5.279

7.  Subnanomolar inhibitor of cytochrome bc1 complex designed by optimizing interaction with conformationally flexible residues.

Authors:  Pei-Liang Zhao; Le Wang; Xiao-Lei Zhu; Xiaoqin Huang; Chang-Guo Zhan; Jia-Wei Wu; Guang-Fu Yang
Journal:  J Am Chem Soc       Date:  2010-01-13       Impact factor: 15.419

8.  Late-Stage C-H Functionalization of Nicotinamides for the Expedient Discovery of Novel Antifungal Leads.

Authors:  Guotong Wang; Pengcheng Cui; Hongjin Bai; Sanyue Wei; Shengkun Li
Journal:  J Agric Food Chem       Date:  2019-10-15       Impact factor: 5.279

9.  Synthesis and Fungicidal Activity of (E)-Methyl 2-(2-((1-cyano-2-hydrocarbylidenehydrazinyl)methyl)phenyl)-2-(methoxyimino)acetates.

Authors:  Changqing Jia; Xiaoyong Yuan; Xuelian Liu; Li Zhang; Yumei Xiao; Bin Fu; Jia-Qi Li; Zhaohai Qin
Journal:  Pest Manag Sci       Date:  2019-05-07       Impact factor: 4.845

10.  Ultra-large library docking for discovering new chemotypes.

Authors:  Jiankun Lyu; Sheng Wang; Trent E Balius; Isha Singh; Anat Levit; Yurii S Moroz; Matthew J O'Meara; Tao Che; Enkhjargal Algaa; Kateryna Tolmachova; Andrey A Tolmachev; Brian K Shoichet; Bryan L Roth; John J Irwin
Journal:  Nature       Date:  2019-02-06       Impact factor: 49.962

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