Synthesis, Molecular Docking and Mosquitocidal Efficacy of Lawsone andits Derivatives Against the Dengue Vector Aedes aegypti L. (Diptera:Culicidae) / Antony Stalin, Paul Dhivya, Ding Lin, Yue Feng, Antony Cruz Asharaja, Munusamy Rajiv Gandhi, Balakrishnan Senthamarai Kannan, Subramani Kandhasamy, Appadurai Daniel Reegan, Yuan Chen
Background: Aedes aegypti is the primary vector of dengue, a significant public healthproblem in many countries. Controlling of Ae. aegypti is the biggest challenge in the mosquito controlprograme, and there is a need for finding bioactive molecules to control Ae. aegypti in order toprevent dengue virus transmission. Objective: To assess the mosquitocidal property of lawsone and its 3-methyl- 4H -chromen-3-yl-1-phenylbenzo[6,7]chromeno[ 2,3,c ]pyrazole-dione derivatives (6a-6h) against various life stages of Ae. aegypti . Besides, to study the mode of action of the active compound by molecular docking and histopathologicalanalysis. Methods: All derivatives were synthesized from the reaction between 2-hydroxy-1,4-naphthoquinone,chromene-3-carbaldehyde, and 1-phenyl-3-methyl-pyrazol-5-one by using one pot sequential multicomponentreaction. The mosquito life stages were subjected to diverse concentrations ranging from1.25, 2.5, 5.0, and 10 ppm for lawsone and its derivatives. The structure of all synthesized compoundswas characterized by spectroscopic analysis. Docking analysis was performed using autodock tools.Midgut sections of Ae. aegypti larvae were analyzed for histopathological effects. Results: Among the nine compounds screened, derivative 6e showed the highest mortality on Ae.aegypti life stages. The analyzed LC and LC90 results of derivative 6e were 3.01, 5.87 ppm, and3.41, 6.28 ppm on larvae and pupae of Ae. aegypti , respectively. In the ovicidal assay, the derivative 6erecorded 47.2% egg mortality after 96-hour post-exposure to 10 ppm concentration. In molecular dockinganalysis, the derivative 6e confirmed strong binding interaction (-9.09 kcal/mol and -10.17kcal/mol) with VAL 60 and HIS 62 of acetylcholinesterase 1 (AChE1) model and LYS 255, LYS 263of kynurenine aminotransferase of Ae. aegypti , respectively. The histopathological results showed thatthe derivative 6e affected the columnar epithelial cells (CC) and peritrophic membrane (pM). Conclusion: The derivative 6e is highly effective in the life stages of Ae. aegypti mosquito and itcould be used in the integrated mosquito management programe.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:18 |
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| Enthalten in: |
Medicinal chemistry - 18(2022), 2, Seite 11 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Stalin, Antony [VerfasserIn] |
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| Links: |
FID Access [lizenzpflichtig] |
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| Umfang: |
1 Online-Ressource (11 p) |
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| Förderinstitution / Projekttitel: |
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KFL011179376 |
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| 245 | 1 | 0 | |a Synthesis, Molecular Docking and Mosquitocidal Efficacy of Lawsone andits Derivatives Against the Dengue Vector Aedes aegypti L. (Diptera:Culicidae) |c Antony Stalin, Paul Dhivya, Ding Lin, Yue Feng, Antony Cruz Asharaja, Munusamy Rajiv Gandhi, Balakrishnan Senthamarai Kannan, Subramani Kandhasamy, Appadurai Daniel Reegan, Yuan Chen |
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| 520 | |a Background: Aedes aegypti is the primary vector of dengue, a significant public healthproblem in many countries. Controlling of Ae. aegypti is the biggest challenge in the mosquito controlprograme, and there is a need for finding bioactive molecules to control Ae. aegypti in order toprevent dengue virus transmission. Objective: To assess the mosquitocidal property of lawsone and its 3-methyl- 4H -chromen-3-yl-1-phenylbenzo[6,7]chromeno[ 2,3,c ]pyrazole-dione derivatives (6a-6h) against various life stages of Ae. aegypti . Besides, to study the mode of action of the active compound by molecular docking and histopathologicalanalysis. Methods: All derivatives were synthesized from the reaction between 2-hydroxy-1,4-naphthoquinone,chromene-3-carbaldehyde, and 1-phenyl-3-methyl-pyrazol-5-one by using one pot sequential multicomponentreaction. The mosquito life stages were subjected to diverse concentrations ranging from1.25, 2.5, 5.0, and 10 ppm for lawsone and its derivatives. The structure of all synthesized compoundswas characterized by spectroscopic analysis. Docking analysis was performed using autodock tools.Midgut sections of Ae. aegypti larvae were analyzed for histopathological effects. Results: Among the nine compounds screened, derivative 6e showed the highest mortality on Ae.aegypti life stages. The analyzed LC and LC90 results of derivative 6e were 3.01, 5.87 ppm, and3.41, 6.28 ppm on larvae and pupae of Ae. aegypti , respectively. In the ovicidal assay, the derivative 6erecorded 47.2% egg mortality after 96-hour post-exposure to 10 ppm concentration. In molecular dockinganalysis, the derivative 6e confirmed strong binding interaction (-9.09 kcal/mol and -10.17kcal/mol) with VAL 60 and HIS 62 of acetylcholinesterase 1 (AChE1) model and LYS 255, LYS 263of kynurenine aminotransferase of Ae. aegypti , respectively. The histopathological results showed thatthe derivative 6e affected the columnar epithelial cells (CC) and peritrophic membrane (pM). Conclusion: The derivative 6e is highly effective in the life stages of Ae. aegypti mosquito and itcould be used in the integrated mosquito management programe | ||
| 700 | 1 | |a Dhivya, Paul |e verfasserin |4 aut | |
| 700 | 1 | |a Lin, Ding |e verfasserin |4 aut | |
| 700 | 1 | |a Feng, Yue |e verfasserin |4 aut | |
| 700 | 1 | |a Asharaja, Antony Cruz |e verfasserin |4 aut | |
| 700 | 1 | |a Gandhi, Munusamy Rajiv |e verfasserin |4 aut | |
| 700 | 1 | |a Kannan, Balakrishnan Senthamarai |e verfasserin |4 aut | |
| 700 | 1 | |a Kandhasamy, Subramani |e verfasserin |4 aut | |
| 700 | 1 | |a Reegan, Appadurai Daniel |e verfasserin |4 aut | |
| 700 | 1 | |a Chen, Yuan |e verfasserin |4 aut | |
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