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Insecticidal activity of an essential oil of Tagetes patula L. (Asteraceae) on common bed bug Cimex lectularius L. and molecular docking of major compounds at the catalytic site of ClAChE1

Emerging resistance to insecticides has influenced pharmaceutical research and the search for alternatives to control the common bed bug Cimex lectularius . In this sense, natural products can play a major role. Tagetes patula , popularly known as dwarf marigold, is a plant native to North America w... Full description

Journal Title: Parasitology research (1987) 2016-11-12, Vol.116 (1), p.415-424
Main Author: Politi, Flávio Augusto Sanches
Other Authors: Nascimento, Juliana Damieli , da Silva, Alexander Alves , Moro, Isabela Jacob , Garcia, Mariana Lopes , Guido, Rafael Victório Carvalho , Pietro, Rosemeire Cristina Linhari Rodrigues , Godinho, Antônio Francisco , Furlan, Maysa
Format: Electronic Article Electronic Article
Language: English
Subjects:
Publisher: Berlin/Heidelberg: Springer Berlin Heidelberg
ID: ISSN: 0932-0113
Link: https://www.ncbi.nlm.nih.gov/pubmed/27838836
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title: Insecticidal activity of an essential oil of Tagetes patula L. (Asteraceae) on common bed bug Cimex lectularius L. and molecular docking of major compounds at the catalytic site of ClAChE1
format: Article
creator:
  • Politi, Flávio Augusto Sanches
  • Nascimento, Juliana Damieli
  • da Silva, Alexander Alves
  • Moro, Isabela Jacob
  • Garcia, Mariana Lopes
  • Guido, Rafael Victório Carvalho
  • Pietro, Rosemeire Cristina Linhari Rodrigues
  • Godinho, Antônio Francisco
  • Furlan, Maysa
subjects:
  • Acetylcholinesterase
  • Acetylcholinesterase inhibitors
  • Acute toxicity
  • Animals
  • Bedbugs
  • Bedbugs - drug effects
  • Biological activity
  • Biomedical and Life Sciences
  • Biomedicine
  • Catalytic Domain
  • Complementarity
  • Compositae
  • Cypermethrin
  • Cytotoxicity
  • Essences and essential oils
  • Essential oils
  • Gas chromatography
  • Gas Chromatography-Mass Spectrometry
  • Health aspects
  • Homology modeling
  • Immunology
  • Insecticide resistance
  • Insecticides
  • Insecticides - chemistry
  • Insecticides - pharmacology
  • Insects
  • Limonene
  • Mass spectroscopy
  • Medical Microbiology
  • Microbiology
  • Molecular Docking Simulation
  • Molecular modelling
  • Natural products
  • Oils & fats
  • Oils, Volatile - chemistry
  • Oils, Volatile - pharmacology
  • Original Paper
  • Piperitenone
  • Piperitone
  • Plant Oils - chemistry
  • Plant Oils - pharmacology
  • Side effects
  • Skin
  • Sulforhodamine
  • Tagetes - chemistry
  • Terpinolene
  • Toxicity
ispartof: Parasitology research (1987), 2016-11-12, Vol.116 (1), p.415-424
description: Emerging resistance to insecticides has influenced pharmaceutical research and the search for alternatives to control the common bed bug Cimex lectularius . In this sense, natural products can play a major role. Tagetes patula , popularly known as dwarf marigold, is a plant native to North America with biocide potential. The aim of this work was to evaluate the biological activity of T. patula essential oil (EO) against adult common bed bugs via exposure to dry residues by the Impregnated Paper Disk Test (IPDT) using cypermethrin as a positive control. We selected the enzyme acetylcholinesterase as a target for modeling studies, with the intent of investigating the molecular basis of any biological activity of the EO. Chemical analysis of the EO was performed using gas chromatography coupled to mass spectrometry (GC-MS). Additionally, oral and dermal acute toxicity tests were performed according to Organization for Economic Cooperation and Development (OECD) guidelines. The sulforhodamine B assay (SRB) was performed to verify the cytotoxicity of EO to HaCaT cells. The EO eliminated 100 % of the bed bugs at 100 mg mL −1 with an LC 50 value of 15.85 mg mL −1 . GC-MS analysis identified α-terpinolene, limonene, piperitenone, and piperitone as major components of the mixture. Molecular modeling studies of these major compounds suggested that they are acetylcholinesterase inhibitors with good steric and electronic complementarity. The in vitro cytotoxicity evaluation revealed a LC 50  = 37.06 μg mL −1 and in vivo acute toxicity showed an LC 50 >4000 mg kg −1 , indicating that the EO presents low risk of toxic side effects in humans. The T. patula essential oil components provide a promising strategy for controlling bed bug populations with low mammalian toxicity. These findings pave the way for further in vivo studies aimed at developing a safe and effective insecticide.
language: eng
source:
identifier: ISSN: 0932-0113
fulltext: no_fulltext
issn:
  • 0932-0113
  • 1432-1955
url: Link


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titleInsecticidal activity of an essential oil of Tagetes patula L. (Asteraceae) on common bed bug Cimex lectularius L. and molecular docking of major compounds at the catalytic site of ClAChE1
creatorPoliti, Flávio Augusto Sanches ; Nascimento, Juliana Damieli ; da Silva, Alexander Alves ; Moro, Isabela Jacob ; Garcia, Mariana Lopes ; Guido, Rafael Victório Carvalho ; Pietro, Rosemeire Cristina Linhari Rodrigues ; Godinho, Antônio Francisco ; Furlan, Maysa
creatorcontribPoliti, Flávio Augusto Sanches ; Nascimento, Juliana Damieli ; da Silva, Alexander Alves ; Moro, Isabela Jacob ; Garcia, Mariana Lopes ; Guido, Rafael Victório Carvalho ; Pietro, Rosemeire Cristina Linhari Rodrigues ; Godinho, Antônio Francisco ; Furlan, Maysa
descriptionEmerging resistance to insecticides has influenced pharmaceutical research and the search for alternatives to control the common bed bug Cimex lectularius . In this sense, natural products can play a major role. Tagetes patula , popularly known as dwarf marigold, is a plant native to North America with biocide potential. The aim of this work was to evaluate the biological activity of T. patula essential oil (EO) against adult common bed bugs via exposure to dry residues by the Impregnated Paper Disk Test (IPDT) using cypermethrin as a positive control. We selected the enzyme acetylcholinesterase as a target for modeling studies, with the intent of investigating the molecular basis of any biological activity of the EO. Chemical analysis of the EO was performed using gas chromatography coupled to mass spectrometry (GC-MS). Additionally, oral and dermal acute toxicity tests were performed according to Organization for Economic Cooperation and Development (OECD) guidelines. The sulforhodamine B assay (SRB) was performed to verify the cytotoxicity of EO to HaCaT cells. The EO eliminated 100 % of the bed bugs at 100 mg mL −1 with an LC 50 value of 15.85 mg mL −1 . GC-MS analysis identified α-terpinolene, limonene, piperitenone, and piperitone as major components of the mixture. Molecular modeling studies of these major compounds suggested that they are acetylcholinesterase inhibitors with good steric and electronic complementarity. The in vitro cytotoxicity evaluation revealed a LC 50  = 37.06 μg mL −1 and in vivo acute toxicity showed an LC 50 >4000 mg kg −1 , indicating that the EO presents low risk of toxic side effects in humans. The T. patula essential oil components provide a promising strategy for controlling bed bug populations with low mammalian toxicity. These findings pave the way for further in vivo studies aimed at developing a safe and effective insecticide.
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subjectAcetylcholinesterase ; Acetylcholinesterase inhibitors ; Acute toxicity ; Animals ; Bedbugs ; Bedbugs - drug effects ; Biological activity ; Biomedical and Life Sciences ; Biomedicine ; Catalytic Domain ; Complementarity ; Compositae ; Cypermethrin ; Cytotoxicity ; Essences and essential oils ; Essential oils ; Gas chromatography ; Gas Chromatography-Mass Spectrometry ; Health aspects ; Homology modeling ; Immunology ; Insecticide resistance ; Insecticides ; Insecticides - chemistry ; Insecticides - pharmacology ; Insects ; Limonene ; Mass spectroscopy ; Medical Microbiology ; Microbiology ; Molecular Docking Simulation ; Molecular modelling ; Natural products ; Oils & fats ; Oils, Volatile - chemistry ; Oils, Volatile - pharmacology ; Original Paper ; Piperitenone ; Piperitone ; Plant Oils - chemistry ; Plant Oils - pharmacology ; Side effects ; Skin ; Sulforhodamine ; Tagetes - chemistry ; Terpinolene ; Toxicity
ispartofParasitology research (1987), 2016-11-12, Vol.116 (1), p.415-424
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0Politi, Flávio Augusto Sanches
1Nascimento, Juliana Damieli
2da Silva, Alexander Alves
3Moro, Isabela Jacob
4Garcia, Mariana Lopes
5Guido, Rafael Victório Carvalho
6Pietro, Rosemeire Cristina Linhari Rodrigues
7Godinho, Antônio Francisco
8Furlan, Maysa
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0Insecticidal activity of an essential oil of Tagetes patula L. (Asteraceae) on common bed bug Cimex lectularius L. and molecular docking of major compounds at the catalytic site of ClAChE1
1Parasitology research (1987)
addtitle
0Parasitol Res
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descriptionEmerging resistance to insecticides has influenced pharmaceutical research and the search for alternatives to control the common bed bug Cimex lectularius . In this sense, natural products can play a major role. Tagetes patula , popularly known as dwarf marigold, is a plant native to North America with biocide potential. The aim of this work was to evaluate the biological activity of T. patula essential oil (EO) against adult common bed bugs via exposure to dry residues by the Impregnated Paper Disk Test (IPDT) using cypermethrin as a positive control. We selected the enzyme acetylcholinesterase as a target for modeling studies, with the intent of investigating the molecular basis of any biological activity of the EO. Chemical analysis of the EO was performed using gas chromatography coupled to mass spectrometry (GC-MS). Additionally, oral and dermal acute toxicity tests were performed according to Organization for Economic Cooperation and Development (OECD) guidelines. The sulforhodamine B assay (SRB) was performed to verify the cytotoxicity of EO to HaCaT cells. The EO eliminated 100 % of the bed bugs at 100 mg mL −1 with an LC 50 value of 15.85 mg mL −1 . GC-MS analysis identified α-terpinolene, limonene, piperitenone, and piperitone as major components of the mixture. Molecular modeling studies of these major compounds suggested that they are acetylcholinesterase inhibitors with good steric and electronic complementarity. The in vitro cytotoxicity evaluation revealed a LC 50  = 37.06 μg mL −1 and in vivo acute toxicity showed an LC 50 >4000 mg kg −1 , indicating that the EO presents low risk of toxic side effects in humans. The T. patula essential oil components provide a promising strategy for controlling bed bug populations with low mammalian toxicity. These findings pave the way for further in vivo studies aimed at developing a safe and effective insecticide.
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0Acetylcholinesterase
1Acetylcholinesterase inhibitors
2Acute toxicity
3Animals
4Bedbugs
5Bedbugs - drug effects
6Biological activity
7Biomedical and Life Sciences
8Biomedicine
9Catalytic Domain
10Complementarity
11Compositae
12Cypermethrin
13Cytotoxicity
14Essences and essential oils
15Essential oils
16Gas chromatography
17Gas Chromatography-Mass Spectrometry
18Health aspects
19Homology modeling
20Immunology
21Insecticide resistance
22Insecticides
23Insecticides - chemistry
24Insecticides - pharmacology
25Insects
26Limonene
27Mass spectroscopy
28Medical Microbiology
29Microbiology
30Molecular Docking Simulation
31Molecular modelling
32Natural products
33Oils & fats
34Oils, Volatile - chemistry
35Oils, Volatile - pharmacology
36Original Paper
37Piperitenone
38Piperitone
39Plant Oils - chemistry
40Plant Oils - pharmacology
41Side effects
42Skin
43Sulforhodamine
44Tagetes - chemistry
45Terpinolene
46Toxicity
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5Guido, Rafael Victório Carvalho
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titleInsecticidal activity of an essential oil of Tagetes patula L. (Asteraceae) on common bed bug Cimex lectularius L. and molecular docking of major compounds at the catalytic site of ClAChE1
authorPoliti, Flávio Augusto Sanches ; Nascimento, Juliana Damieli ; da Silva, Alexander Alves ; Moro, Isabela Jacob ; Garcia, Mariana Lopes ; Guido, Rafael Victório Carvalho ; Pietro, Rosemeire Cristina Linhari Rodrigues ; Godinho, Antônio Francisco ; Furlan, Maysa
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0Acetylcholinesterase
1Acetylcholinesterase inhibitors
2Acute toxicity
3Animals
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5Bedbugs - drug effects
6Biological activity
7Biomedical and Life Sciences
8Biomedicine
9Catalytic Domain
10Complementarity
11Compositae
12Cypermethrin
13Cytotoxicity
14Essences and essential oils
15Essential oils
16Gas chromatography
17Gas Chromatography-Mass Spectrometry
18Health aspects
19Homology modeling
20Immunology
21Insecticide resistance
22Insecticides
23Insecticides - chemistry
24Insecticides - pharmacology
25Insects
26Limonene
27Mass spectroscopy
28Medical Microbiology
29Microbiology
30Molecular Docking Simulation
31Molecular modelling
32Natural products
33Oils & fats
34Oils, Volatile - chemistry
35Oils, Volatile - pharmacology
36Original Paper
37Piperitenone
38Piperitone
39Plant Oils - chemistry
40Plant Oils - pharmacology
41Side effects
42Skin
43Sulforhodamine
44Tagetes - chemistry
45Terpinolene
46Toxicity
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1Nascimento, Juliana Damieli
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6Pietro, Rosemeire Cristina Linhari Rodrigues
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1Nascimento, Juliana Damieli
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6Pietro, Rosemeire Cristina Linhari Rodrigues
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atitleInsecticidal activity of an essential oil of Tagetes patula L. (Asteraceae) on common bed bug Cimex lectularius L. and molecular docking of major compounds at the catalytic site of ClAChE1
jtitleParasitology research (1987)
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abstractEmerging resistance to insecticides has influenced pharmaceutical research and the search for alternatives to control the common bed bug Cimex lectularius . In this sense, natural products can play a major role. Tagetes patula , popularly known as dwarf marigold, is a plant native to North America with biocide potential. The aim of this work was to evaluate the biological activity of T. patula essential oil (EO) against adult common bed bugs via exposure to dry residues by the Impregnated Paper Disk Test (IPDT) using cypermethrin as a positive control. We selected the enzyme acetylcholinesterase as a target for modeling studies, with the intent of investigating the molecular basis of any biological activity of the EO. Chemical analysis of the EO was performed using gas chromatography coupled to mass spectrometry (GC-MS). Additionally, oral and dermal acute toxicity tests were performed according to Organization for Economic Cooperation and Development (OECD) guidelines. The sulforhodamine B assay (SRB) was performed to verify the cytotoxicity of EO to HaCaT cells. The EO eliminated 100 % of the bed bugs at 100 mg mL −1 with an LC 50 value of 15.85 mg mL −1 . GC-MS analysis identified α-terpinolene, limonene, piperitenone, and piperitone as major components of the mixture. Molecular modeling studies of these major compounds suggested that they are acetylcholinesterase inhibitors with good steric and electronic complementarity. The in vitro cytotoxicity evaluation revealed a LC 50  = 37.06 μg mL −1 and in vivo acute toxicity showed an LC 50 >4000 mg kg −1 , indicating that the EO presents low risk of toxic side effects in humans. The T. patula essential oil components provide a promising strategy for controlling bed bug populations with low mammalian toxicity. These findings pave the way for further in vivo studies aimed at developing a safe and effective insecticide.
copBerlin/Heidelberg
pubSpringer Berlin Heidelberg
pmid27838836
doi10.1007/s00436-016-5305-x
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