Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial Evaluation
Anti-virulence strategies are attractive and interesting strategies for controlling bacterial diseases because virulence factors are fundamental to the infection process of numerous serious phytopathogenics. To extend the novel anti-virulence agents, a series of dehydroabietic acid (DAA) derivatives...
| Main Authors: | , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-02-01
|
| Series: | International Journal of Molecular Sciences |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1422-0067/24/3/2897 |
| _version_ | 1797624211696517120 |
|---|---|
| author | Puying Qi Na Wang Taihong Zhang Yumei Feng Xiang Zhou Dan Zeng Jiao Meng Liwei Liu Linhong Jin Song Yang |
| author_facet | Puying Qi Na Wang Taihong Zhang Yumei Feng Xiang Zhou Dan Zeng Jiao Meng Liwei Liu Linhong Jin Song Yang |
| author_sort | Puying Qi |
| collection | DOAJ |
| description | Anti-virulence strategies are attractive and interesting strategies for controlling bacterial diseases because virulence factors are fundamental to the infection process of numerous serious phytopathogenics. To extend the novel anti-virulence agents, a series of dehydroabietic acid (DAA) derivatives decorated with amino alcohol unit were semi-synthesized based on structural modification of the renewable natural DAA and evaluated for their antibacterial activity against <i>Xanthomonas oryzae</i> pv<i>. oryzae</i> (<i>Xoo</i>), <i>Xanthomonas axonopodis</i> pv. <i>citri</i> (<i>Xac</i>), and <i>Pseudomonas syringae</i> pv. <i>actinidiae</i> (<i>Psa</i>). Compound <b>2b</b> showed the most promising antibacterial activity against <i>Xoo</i> with an EC<sub>50</sub> of 2.7 μg mL<sup>−1</sup>. Furthermore, compound <b>2b</b> demonstrated remarkable control effectiveness against bacterial leaf blight (BLB) in rice, with values of 48.6% and 61.4% for curative and protective activities. In addition, antibacterial behavior suggested that compound <b>2b</b> could suppress various virulence factors, including EPS, biofilm, swimming motility, and flagella. Therefore, the current study provided promising lead compounds for novel bactericides discovery by inhibiting bacterial virulence factors. |
| first_indexed | 2024-03-11T09:39:44Z |
| format | Article |
| id | doaj.art-3fc391997c0a43c79925599afaec3a55 |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-11T09:39:44Z |
| publishDate | 2023-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-3fc391997c0a43c79925599afaec3a552023-11-16T17:04:01ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-02-01243289710.3390/ijms24032897Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial EvaluationPuying Qi0Na Wang1Taihong Zhang2Yumei Feng3Xiang Zhou4Dan Zeng5Jiao Meng6Liwei Liu7Linhong Jin8Song Yang9National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaNational Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, ChinaAnti-virulence strategies are attractive and interesting strategies for controlling bacterial diseases because virulence factors are fundamental to the infection process of numerous serious phytopathogenics. To extend the novel anti-virulence agents, a series of dehydroabietic acid (DAA) derivatives decorated with amino alcohol unit were semi-synthesized based on structural modification of the renewable natural DAA and evaluated for their antibacterial activity against <i>Xanthomonas oryzae</i> pv<i>. oryzae</i> (<i>Xoo</i>), <i>Xanthomonas axonopodis</i> pv. <i>citri</i> (<i>Xac</i>), and <i>Pseudomonas syringae</i> pv. <i>actinidiae</i> (<i>Psa</i>). Compound <b>2b</b> showed the most promising antibacterial activity against <i>Xoo</i> with an EC<sub>50</sub> of 2.7 μg mL<sup>−1</sup>. Furthermore, compound <b>2b</b> demonstrated remarkable control effectiveness against bacterial leaf blight (BLB) in rice, with values of 48.6% and 61.4% for curative and protective activities. In addition, antibacterial behavior suggested that compound <b>2b</b> could suppress various virulence factors, including EPS, biofilm, swimming motility, and flagella. Therefore, the current study provided promising lead compounds for novel bactericides discovery by inhibiting bacterial virulence factors.https://www.mdpi.com/1422-0067/24/3/2897natural productspesticide discoverydehydroabietic acidantibacterial activityvirulence factors |
| spellingShingle | Puying Qi Na Wang Taihong Zhang Yumei Feng Xiang Zhou Dan Zeng Jiao Meng Liwei Liu Linhong Jin Song Yang Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial Evaluation International Journal of Molecular Sciences natural products pesticide discovery dehydroabietic acid antibacterial activity virulence factors |
| title | Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial Evaluation |
| title_full | Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial Evaluation |
| title_fullStr | Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial Evaluation |
| title_full_unstemmed | Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial Evaluation |
| title_short | Anti-Virulence Strategy of Novel Dehydroabietic Acid Derivatives: Design, Synthesis, and Antibacterial Evaluation |
| title_sort | anti virulence strategy of novel dehydroabietic acid derivatives design synthesis and antibacterial evaluation |
| topic | natural products pesticide discovery dehydroabietic acid antibacterial activity virulence factors |
| url | https://www.mdpi.com/1422-0067/24/3/2897 |
| work_keys_str_mv | AT puyingqi antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT nawang antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT taihongzhang antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT yumeifeng antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT xiangzhou antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT danzeng antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT jiaomeng antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT liweiliu antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT linhongjin antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation AT songyang antivirulencestrategyofnoveldehydroabieticacidderivativesdesignsynthesisandantibacterialevaluation |