In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors

A series of novel 3-phenoxy-4-(3-trifluoromethylphenyl)pyridazines 2–5 were designed, based on the structure of our previous lead compound 1 through the in silico structure-guided optimization approach. The results showed that some of these ne...

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Autores principales:	Lijun Yang, Dawei Wang, Dejun Ma, Di Zhang, Nuo Zhou, Jing Wang, Han Xu, Zhen Xi
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	herbicidal activity molecular design phytoene desaturase pyridazine Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/800a4978bc0b481ab5f2eb95f431b2ac
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spelling	oai:doaj.org-article:800a4978bc0b481ab5f2eb95f431b2ac2021-11-25T18:28:53ZIn Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors10.3390/molecules262269791420-3049https://doaj.org/article/800a4978bc0b481ab5f2eb95f431b2ac2021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6979https://doaj.org/toc/1420-3049A series of novel 3-phenoxy-4-(3-trifluoromethylphenyl)pyridazines <b>2</b>–<b>5</b> were designed, based on the structure of our previous lead compound <b>1</b> through the in silico structure-guided optimization approach. The results showed that some of these new compounds showed a good herbicidal activity at the rate of 750 g ai/ha by both pre- and post-emergence applications, especially compound <b>2a</b>, which displayed a comparable pre-emergence herbicidal activity to diflufenican at 300–750 g ai/ha, and a higher post-emergence herbicidal activity than diflufenican at the rates of 300–750 g ai/ha. Additionally, <b>2a</b> was safe to wheat by both pre- and post-emergence applications at 300 g ai/ha, showing the compound’s potential for weed control in wheat fields. Our molecular simulation studies revealed the important factors involved in the interaction between <b>2a</b> and <i>Synechococcus</i> PDS. This work provided a lead compound for weed control in wheat fields.Lijun YangDawei WangDejun MaDi ZhangNuo ZhouJing WangHan XuZhen XiMDPI AGarticleherbicidal activitymolecular designphytoene desaturasepyridazineOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6979, p 6979 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	herbicidal activity molecular design phytoene desaturase pyridazine Organic chemistry QD241-441
spellingShingle	herbicidal activity molecular design phytoene desaturase pyridazine Organic chemistry QD241-441 Lijun Yang Dawei Wang Dejun Ma Di Zhang Nuo Zhou Jing Wang Han Xu Zhen Xi In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors
description	A series of novel 3-phenoxy-4-(3-trifluoromethylphenyl)pyridazines <b>2</b>–<b>5</b> were designed, based on the structure of our previous lead compound <b>1</b> through the in silico structure-guided optimization approach. The results showed that some of these new compounds showed a good herbicidal activity at the rate of 750 g ai/ha by both pre- and post-emergence applications, especially compound <b>2a</b>, which displayed a comparable pre-emergence herbicidal activity to diflufenican at 300–750 g ai/ha, and a higher post-emergence herbicidal activity than diflufenican at the rates of 300–750 g ai/ha. Additionally, <b>2a</b> was safe to wheat by both pre- and post-emergence applications at 300 g ai/ha, showing the compound’s potential for weed control in wheat fields. Our molecular simulation studies revealed the important factors involved in the interaction between <b>2a</b> and <i>Synechococcus</i> PDS. This work provided a lead compound for weed control in wheat fields.
format	article
author	Lijun Yang Dawei Wang Dejun Ma Di Zhang Nuo Zhou Jing Wang Han Xu Zhen Xi
author_facet	Lijun Yang Dawei Wang Dejun Ma Di Zhang Nuo Zhou Jing Wang Han Xu Zhen Xi
author_sort	Lijun Yang
title	In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors
title_short	In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors
title_full	In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors
title_fullStr	In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors
title_full_unstemmed	In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors
title_sort	in silico structure-guided optimization and molecular simulation studies of 3-phenoxy-4-(3-trifluoromethylphenyl)pyridazines as potent phytoene desaturase inhibitors
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/800a4978bc0b481ab5f2eb95f431b2ac
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In Silico Structure-Guided Optimization and Molecular Simulation Studies of 3-Phenoxy-4-(3-trifluoromethylphenyl)pyridazines as Potent Phytoene Desaturase Inhibitors

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