Novel trifluoromethylpyridine piperazine derivatives as potential plant activators
Plant virus diseases seriously affect crop yield, especially tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV). The development of plant immune activators has been an important direction in the innovation of new pesticides. Therefore, we designed and synthesized a series of trifluoromethyl...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2022-11-01
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| Series: | Frontiers in Plant Science |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fpls.2022.1086057/full |
| _version_ | 1797986561289093120 |
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| author | Wei Zhang Wei Zhang Shengxin Guo Shengxin Guo Ya Wang Ya Wang Hong Tu Hong Tu Lijiao Yu Lijiao Yu Zhichao Zhao Zhichao Zhao Zhenchao Wang Zhenchao Wang Jian Wu Jian Wu |
| author_facet | Wei Zhang Wei Zhang Shengxin Guo Shengxin Guo Ya Wang Ya Wang Hong Tu Hong Tu Lijiao Yu Lijiao Yu Zhichao Zhao Zhichao Zhao Zhenchao Wang Zhenchao Wang Jian Wu Jian Wu |
| author_sort | Wei Zhang |
| collection | DOAJ |
| description | Plant virus diseases seriously affect crop yield, especially tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV). The development of plant immune activators has been an important direction in the innovation of new pesticides. Therefore, we designed and synthesized a series of trifluoromethyl pyridine piperazine derivatives (A1-A27), and explored the action mechanism of active compound. The antiviral activity test showed that compounds A1, A2, A3, A9, A10, A16, A17 and A21 possessed higher activities than commercialized ningnanmycin. Particularly, the in vivo antiviral activity indicated that compound A16 showed the most potent protective activity toward TMV (EC50 = 18.4 μg/mL) and CMV (EC50 = 347.8 μg/mL), compared to ningnanmycin (50.2 μg /mL for TMV, 359.6 μg/mL for CMV). The activities of defense enzyme, label -free proteomic and qRT-PCR analysis showed that compound A16 could enhance the defensive enzyme activities of superoxide dismutase (SOD),polyphenol oxidase (PPO) and phenylalanine ammonialyase (PAL), and activate the phenylpropanoid biosynthesis pathway to strenthen the antiviral activities of tobacco. This study provides reliable support for the development of new antiviral pesticides and potential antiviral mechanism. |
| first_indexed | 2024-04-11T07:35:21Z |
| format | Article |
| id | doaj.art-9de7548de17e495b9c17661ba54becf0 |
| institution | Directory Open Access Journal |
| issn | 1664-462X |
| language | English |
| last_indexed | 2024-04-11T07:35:21Z |
| publishDate | 2022-11-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Plant Science |
| spelling | doaj.art-9de7548de17e495b9c17661ba54becf02022-12-22T04:36:45ZengFrontiers Media S.A.Frontiers in Plant Science1664-462X2022-11-011310.3389/fpls.2022.10860571086057Novel trifluoromethylpyridine piperazine derivatives as potential plant activatorsWei Zhang0Wei Zhang1Shengxin Guo2Shengxin Guo3Ya Wang4Ya Wang5Hong Tu6Hong Tu7Lijiao Yu8Lijiao Yu9Zhichao Zhao10Zhichao Zhao11Zhenchao Wang12Zhenchao Wang13Jian Wu14Jian Wu15State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaState Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaState Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaState Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaState Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaState Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaState Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaState Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaKey Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, ChinaPlant virus diseases seriously affect crop yield, especially tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV). The development of plant immune activators has been an important direction in the innovation of new pesticides. Therefore, we designed and synthesized a series of trifluoromethyl pyridine piperazine derivatives (A1-A27), and explored the action mechanism of active compound. The antiviral activity test showed that compounds A1, A2, A3, A9, A10, A16, A17 and A21 possessed higher activities than commercialized ningnanmycin. Particularly, the in vivo antiviral activity indicated that compound A16 showed the most potent protective activity toward TMV (EC50 = 18.4 μg/mL) and CMV (EC50 = 347.8 μg/mL), compared to ningnanmycin (50.2 μg /mL for TMV, 359.6 μg/mL for CMV). The activities of defense enzyme, label -free proteomic and qRT-PCR analysis showed that compound A16 could enhance the defensive enzyme activities of superoxide dismutase (SOD),polyphenol oxidase (PPO) and phenylalanine ammonialyase (PAL), and activate the phenylpropanoid biosynthesis pathway to strenthen the antiviral activities of tobacco. This study provides reliable support for the development of new antiviral pesticides and potential antiviral mechanism.https://www.frontiersin.org/articles/10.3389/fpls.2022.1086057/fullpiperazinesynthesisanti-viral activitymechanismsqRT-PCR analysisplant activator |
| spellingShingle | Wei Zhang Wei Zhang Shengxin Guo Shengxin Guo Ya Wang Ya Wang Hong Tu Hong Tu Lijiao Yu Lijiao Yu Zhichao Zhao Zhichao Zhao Zhenchao Wang Zhenchao Wang Jian Wu Jian Wu Novel trifluoromethylpyridine piperazine derivatives as potential plant activators Frontiers in Plant Science piperazine synthesis anti-viral activity mechanisms qRT-PCR analysis plant activator |
| title | Novel trifluoromethylpyridine piperazine derivatives as potential plant activators |
| title_full | Novel trifluoromethylpyridine piperazine derivatives as potential plant activators |
| title_fullStr | Novel trifluoromethylpyridine piperazine derivatives as potential plant activators |
| title_full_unstemmed | Novel trifluoromethylpyridine piperazine derivatives as potential plant activators |
| title_short | Novel trifluoromethylpyridine piperazine derivatives as potential plant activators |
| title_sort | novel trifluoromethylpyridine piperazine derivatives as potential plant activators |
| topic | piperazine synthesis anti-viral activity mechanisms qRT-PCR analysis plant activator |
| url | https://www.frontiersin.org/articles/10.3389/fpls.2022.1086057/full |
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