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Comparative toxicity of cinnamon oil, cinnamaldehyde and their nano-emulsions against Culex pipiens (L.) larvae with biochemical and docking studies

Yıl 2022, Cilt: 2 Sayı: 1, 51 - 63, 15.06.2022

Öz

The larvicidal activity of cinnamon oil and its main component, cinnamaldehyde, was compared with their nano-emulsions (NEs) against Culex pipiens mosquito larvae. Oil-in-water (O/W) NEs preparation was based on the coarse emulsion followed by high-energy ultra-sonication. The droplet size, polydispersity index (PDI), viscosity, zeta potential, and pH of NEs were investigated. The droplet sizes of the NEs were 95.67 nm for cinnamon oil and 174.59 nm for cinnamaldehyde. The NEs recorded high negative zeta potentials (-30.0 and -21.20 for cinnamon oil and cinnamaldehyde, respectively). The larvicidal activity results showed that the cinnamaldehyde (LC50 = 94.46 and 72.91 mg/l for T and NE, respectively) had higher activities than cinnamon oil (LC50 = 154.08 and 123.13 mg/l for T and NE, respectively) after 24 h of exposure against C. pipiens larvae. These results proved that NE formulation enhanced the activity of tested compounds against larvae. The in vitro effect on the acetylcholinesterase (AChE), adenosine triphosphatase (ATPase), and gamma-aminobutyric acid transaminase (GABA-T) were demonstrated, and the data proved that the NEs formulations were higher than their pure compounds. Non-formulated cinnamon oil and cinnamaldehyde caused 17.26% and 30.83% of AChE, respectively, while their NEs caused 46.40% and 60.59% inhibition. Furthermore, the molecular docking studies indicated that the affinity binding of cinnamaldehyde on AChE and GABA-T was higher than ATPase. This work describes bio-products with potential use against C. pipiens larvae as eco-friendly products.

Kaynakça

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Yıl 2022, Cilt: 2 Sayı: 1, 51 - 63, 15.06.2022

Öz

Kaynakça

  • Abbott, W.S., 1925. A method of computing the effectiveness of an insecticide. Journal of Economic Entomology, 18(2), 265-267.
  • Abdelrasoul, M.A., Ahmed, A.R., Badawy, M.E.I., 2018. Formulation, Characterizations and Antibacterial Activity of some Nanoemulsions Incorporating Monoterpenes. Journal of Plant Protection and Pathology, 9(10), 697-705.
  • Abdelrasoul, M.A., Eid, A.R., Badawy, M.E., 2020. Preparation, characterizations and antibacterial activity of different nano-emulsions incorporating monoterpenes: in vitro and in vivo studies. Archives of Phytopathology and Plant Protection, 53(7-8), 310-334.
  • Adinew, B., 2014. GC-MS and FT-IR analysis of constituents of essential oil from Cinnamon bark growing in South-west of Ethiopia. International Journal of Herbal Medicine, 1(6), 22-31.
  • Alsaraf, S., Hadi, Z., Akhtar, M.J., Khan, S.A., 2021. Chemical profiling, cytotoxic and antioxidant activity of volatile oil isolated from the mint (Mentha spicata L.,) grown in Oman. Biocatalysis and Agricultural Biotechnology, 43, 102034.
  • Badawy, M.E.I., Abdelgaleil, S.A., Mahmoud, N.F., Marei, A.E.S.M., 2018. Preparation and characterizations of essential oil and monoterpene nano-emulsions and acaricidal activity against two-spotted spider mite (Tetranychus urticae Koch). International Journal of Acarology, 44(7), 330-340.
  • Badawy, M.E.I., Saad, A.F.S., Tayeb, E.S.H., Mohammed, S.A., Abd-Elnabi, A.D., 2017. Optimization and characterization of the formation of oil-in-water diazinon nano-emulsions: Modeling and influence of the oil phase, surfactant and sonication. Journal of Environmental Science and Health, Part B, 52(12), 896-911.
  • Balaji, A.P.B., Sastry, T.P., Manigandan, S., Mukherjee, A., Chandrasekaran, N., 2017. Environmental benignity of a pesticide in soft colloidal hydrodispersive nanometric form with improved toxic precision towards the target organisms than non-target organisms. Science of The Total Environment, 579, 190-201.
  • Benita, S., Levy, M.Y., 1993. Submicron emulsions as colloidal drug carriers for intravenous administration: comprehensive physicochemical characterization. Journal of Pharmaceutical Sciences, 82(11), 1069-1079.
  • Bruxel, F., Laux, M., Wild, L.B., Fraga, M., Koester, L.S., Teixeira, H.F., 2012. Nanoemulsões como sistemas de liberação parenteral de fármacos. Química Nova, 35(9), 1827-1840.
  • Cai, X., Li, Q., Xiao, L., Lu, H., Tang, J., Huang, J., Yuan, J., 2018. Insecticidal and Acetylcholinesterase Inhibition Activity of Veratrum nigrum Alkaloidal Extract against the German Cockroach (Blattella germanica). Journal of Arthropod-Borne Diseases, 12(4), 414.
  • Chemical Computing Group M., 2008. Molecular Operating Environment. Montreal https://wwwchemcompcom/.
  • Côa, F., Bortolozzo, L.S., Petry, R., Da Silva, G.H., Martins, C.H.Z., de Medeiros, A.M.Z., Sabino, C.M.S., Costa, R.S., Khan, L.U., Delite, F.S., 2020. Environmental toxicity of nanopesticides against non-target organisms: the state of the art. Nanopesticides, 227-279.
  • Dias, C.N., Moraes, D.F.C., 2014. Essential oils and their compounds as Aedes aegypti L.(Diptera: Culicidae) larvicides. Parasitology Research, 113(2), 565-592.
  • Drais, H.K., Hussein, A.A., 2015. Formulation and characterization of carvedilol nano-emulsion oral liquid dosage form. International Journal of Pharmaceutical Science, 7(12), 209-216.
  • El-Sabrout, A.M., Zoghroban, A.A., Abdelgaleil, S.A., 2020. Chemical composition and effects of four essential oils on mortality, development and physiology of the West Nile virus vector, Culex pipiens. International Journal of Tropical Insect Science, 40, 789-799.
  • El Gohary, E.G., Farag, S., El-Sayed, A., Khattab, R., Mahmoud, D., 2021. Insecticidal Activity and Biochemical Study of the Clove Oil (Syzygium aromaticum) Nano-Formulation on Culex pipiens L.(Diptera: Culicidae). Egyptian Journal of Aquatic Biology and Fisheries, 25(1), 227-239.
  • Ellman, G.L., Courtney, K.D., Andres Jr, V., Featherstone, R.M., 1961. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochemical Pharmacology, 7(2), 88-95.
  • Faleiro, M.L., 2011. The mode of antibacterial action of essential oils. Science Against Microbial Pathogens: Communicating Current Research and Technological Advances, 2, 1143-1156.
  • Feng, J., Zhang, Q., Liu, Q., Zhu, Z., McClements, D.J., Jafari, S.M., 2018. Application of nano-emulsions in formulation of pesticides. In Nanoemulsions (pp. 379-413). Academic Press.
  • Finney, D.J., 1971. Probit Analysis: 3d Ed. Cambridge University Press.
  • Ghosh, A., Chowdhury, N., Chandra, G., 2012. Plant extracts as potential mosquito larvicides. The Indian Journal of Medical Research, 135(5), 581.
  • Ghosh, V., Saranya, S., Mukherjee, A., Chandrasekaran, N., 2013. Cinnamon oil nano-emulsion formulation by ultrasonic emulsification: investigation of its bactericidal activity. Journal of Nanoscience and Nanotechnology, 13(1), 114-122.
  • Gumede, N.J., Singh, P., Sabela, M.I., Bisetty, K., Escuder-Gilabert, L., Medina-Hernández, M.J., Sagrado, S., 2012. Experimental-like affinity constants and enantioselectivity estimates from flexible docking. Journal of Chemical Information and Modeling, 52(10), 2754-2759.
  • Halgren, T.A., 1999. MMFF VI. MMFF94s option for energy minimization studies. Journal of Computational Chemistry, 20(7), 720-729.
  • Holder, P., Browne, G., Bullians, M., 1999. The mosquitoes of New Zealand and their animal disease significance. Surveillance, 26(4), 12-15.
  • IBM 2017. Corp. Released 2017. IBM SPSS Statistics for Windows, Version 25.0. Armonk, NY: IBM Corp.
  • Izquierdo, P., Esquena, J., Tadros, T.F., Dederen, C., Garcia, M.J., Azemar, N., Solans, C., 2002. Formation and stability of nano-emulsions prepared using the phase inversion temperature method. Langmuir, 18(1), 26-30.
  • Jesser, E., Yeguerman, C., Gili, V., Santillan, G., Murray, A.P., Domini, C., Werdin-González, J.O., 2020. Optimization and characterization of essential oil nano-emulsions using ultrasound for new ecofriendly insecticides. ACS Sustainable Chemistry & Engineering, 8(21), 7981-7992.
  • Kabri, T.H., Arab-Tehrany, E., Belhaj, N., Linder, M., 2011. Physico-chemical characterization of nano-emulsions in cosmetic matrix enriched on omega-3. Journal of Nanobiotechnology, 9(1), 1-8.
  • Karuppusamy, B., Sarma, D.K., Lalmalsawma, P., Pautu, L., Karmodiya, K., Nina, P.B., 2021. Effect of climate change and deforestation on vector borne diseases in the North-Eastern Indian state of Mizoram bordering Myanmar. The Journal of Climate Change and Health, 2, 100015.
  • Kentish, S., Wooster, T.J., Ashokkumar, M., Balachandran, S., Mawson, R., Simons, L., 2008. The use of ultrasonics for nano-emulsion preparation. Innovative Food Science & Emerging Technologies, 9(2), 170-175.
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  • Li, S.L., Acosta, A.L., Hill, S.C., Brady, O.J., de Almeida, M.A., Cardoso, J.D.C., Messina, J.P., 2022. Mapping environmental suitability of Haemagogus and Sabethes spp. mosquitoes to understand sylvatic transmission risk of yellow fever virus in Brazil. PLOS Neglected Tropical Diseases, 16(1), e0010019.
  • Lie, M.A., Thomsen, R., Pedersen, C.N., Schiøtt, B., Christensen, M.H., 2011. Molecular docking with ligand attached water molecules. Journal of Chemical Information and Modeling, 51(4), 909-917.
  • López, M.D., Pascual-Villalobos, M.J., 2010. Mode of inhibition of acetylcholinesterase by monoterpenoids and implications for pest control. Industrial Crops and Products, 31(2), 284-288.
  • Mahdi, E.S., Noor, A.M., Sakeena, M.H., Abdullah, G.Z., Abdulkarim, M.F., Sattar, M.A., 2011. Formulation and in vitro release evaluation of newly synthesized palm kernel oil esters-based nano-emulsion delivery system for 30% ethanolic dried extract derived from local Phyllanthus urinaria for skin antiaging. International Journal of Nanomedicine, 6, 2499.
  • Manimaran, A., Cruz, M.M.J.J., Muthu, C., Vincent, S., Ignacimuthu, S., 2012. Larvicidal and knockdown effects of some essential oils against Culex quinquefasciatus Say, Aedes aegypti (L.) and Anopheles stephensi (Liston). Advances in Bioscience and Biotechnology, 13, 855-862.
  • McClements, D.J., 2012. Nano-emulsions versus microemulsions: terminology, differences, and similarities. Soft Matter, 8(6), 1719-1729.
  • Mibielli, R.B., Gerber, T., Mazzarino, L., Veleirinho, M.B., Yunes, R.A., Maraschin, M., 2021. Development of a Spectrophotometric Method for Quantification of Carvacrol in Nanoemulsions. Revista Brasileira de Farmacognosia, 31(1), 116-120.
  • Michaelakis, A., Vidali, V.P., Papachristos, D.P., Pitsinos, E.N., Koliopoulos, G., Couladouros, E.A., Kimbaris, A.C., 2014. Bioefficacy of acyclic monoterpenes and their saturated derivatives against the West Nile vector Culex pipiens. Chemosphere, 96, 74-80.
  • Mishra, P., Tyagi, B.K., Chandrasekaran, N., Mukherjee, A., 2018. Biological nanopesticides: a greener approach towards the mosquito vector control. Environmental Science and Pollution Research, 25(11), 10151-10163.
  • Miyazawa, M., Yamafuji, C., 2005. Inhibition of acetylcholinesterase activity by bicyclic monoterpenoids. Journal of Agricultural and Food Chemistry, 53(5), 1765-1768.
  • Moretti, M.D., Sanna-Passino, G., Demontis, S., Bazzoni, E., 2002. Essential oil formulations useful as a new tool for insect pest control. An Official Journal of the American Association of Pharmaceutical Scientists, 3(2), 64-74.
  • Munawiroh, S.Z., Nabila, A.N., Chabib, L., 2017. Development of water in olive oil (W/O) Nanoemulsions as lipstick base formulation. International Journal of Pharma Medicine and Biological Sciences, 6(2), 37-42.
  • Nenaah, G.E., Almadiy, A.A., Al‐Assiuty, B.A., Mahnashi, M.H., 2021. The essential oil of Schinus terebinthifolius and its nano-emulsion and isolated monoterpenes: investigation of their activity against Culex pipiens with insights into the adverse effects on non‐target organisms. Pest Management Science, In press.
  • Norris E.J., Bartholomay L., Coats J., 2018. Present and future outlook: the potential of green chemistry in vector control. In: Strickman D. (ed) Advances in the Biorational Control of Medical and Veterinary Pests. ACS Publications, pp 43-62.
  • Pandey, A., Singh, R., 1985. Response of the cockroach brain gamma-aminobutyric acid system to isonicotinic acid hydrazide and mercaptopropionic acid. Biochemistry International, 10(2), 213-220.
  • Pavela, R., 2015. Acute toxicity and synergistic and antagonistic effects of the aromatic compounds of some essential oils against Culex quinquefasciatus Say larvae. Parasitology Research, 114(10), 3835-3853.
  • Pengon, S., Chinatangkul, N., Limmatvapirat, C., Limmatvapirat, S., 2018. The effect of surfactant on the physical properties of coconut oil nano-emulsions. Asian Journal of Pharmaceutical Sciences, 13(5), 409-414.
  • Qin, H., Zhang, H., Li, L., Zhou, X., Li, J., Kan, C., 2017. Preparation and properties of lambda-cyhalothrin/polyurethane drug-loaded nano-emulsions. RSC Advances, 7(83), 52684-52693.
  • Rao, P., Goswami, D., Rawal, R.M., 2021. Revealing the molecular interplay of curcumin as Culex pipiens Acetylcholine esterase 1 (AChE1) inhibitor. Scientific Reports, 11(1), 1-18.
  • Rattan, R.S., 2010. Mechanism of action of insecticidal secondary metabolites of plant origin. Crop Protection, 29(9), 913-920.
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  • Taktak, N.E., Badawy, M.E.I., Awad, O.M., Abou El-Ela, N.E., Abdallah, S.M., 2021. Enhanced mosquitocidal efficacy of pyrethroid insecticides by nanometric emulsion preparation towards Culex pipiens larvae with biochemical and molecular docking studies. Journal of the Egyptian Public Health Association, 96(1), 1-19.
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  • Zarrad K., Laarif A., Ben H.A., Chaieb I., Mediouni B.J.J., 2017. Anticholinesterase potential of monoterpenoids on the whitefly Bemisia tabaci and their kinetic studies. Journal of Agricultural Science and Technology, 19, 643-652.
  • Zeghib, F., Tine-Djebbar, F., Zeghib, A., Bachari, K., Sifi, K., Soltani, N., 2020. Chemical Composition and Larvicidal Activity of Rosmarinus officinalis Essential Oil Against West Nile Vector Mosquito Culex pipiens (L.). Journal of Essential Oil Bearing Plants, 23(6), 1463-1474.
  • Zeng, H.J., Yang, D., Hu, G.Z., Yang, R., Qu, L.B., 2016. Studies on the binding of pepsin with three pyrethroid insecticides by multi‐spectroscopic approaches and molecular docking. Journal of Molecular Recognition, 29(10), 476-484.
Toplam 79 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Eczacılık ve İlaç Bilimleri
Bölüm Research Articles
Yazarlar

Nehad Taktak Bu kişi benim 0000-0002-5542-8851

Mohamed Badawy 0000-0002-6923-5452

Osama Awad Bu kişi benim 0000-0002-7372-5462

Nadia Abou El-ela Bu kişi benim 0000-0002-7372-5462

Yayımlanma Tarihi 15 Haziran 2022
Gönderilme Tarihi 2 Aralık 2021
Yayımlandığı Sayı Yıl 2022 Cilt: 2 Sayı: 1

Kaynak Göster

APA Taktak, N., Badawy, M., Awad, O., Abou El-ela, N. (2022). Comparative toxicity of cinnamon oil, cinnamaldehyde and their nano-emulsions against Culex pipiens (L.) larvae with biochemical and docking studies. International Journal of Plant Based Pharmaceuticals, 2(1), 51-63.
AMA Taktak N, Badawy M, Awad O, Abou El-ela N. Comparative toxicity of cinnamon oil, cinnamaldehyde and their nano-emulsions against Culex pipiens (L.) larvae with biochemical and docking studies. Int. J. Plant Bas. Pharm. Haziran 2022;2(1):51-63.
Chicago Taktak, Nehad, Mohamed Badawy, Osama Awad, ve Nadia Abou El-ela. “Comparative Toxicity of Cinnamon Oil, Cinnamaldehyde and Their Nano-Emulsions Against Culex Pipiens (L.) Larvae With Biochemical and Docking Studies”. International Journal of Plant Based Pharmaceuticals 2, sy. 1 (Haziran 2022): 51-63.
EndNote Taktak N, Badawy M, Awad O, Abou El-ela N (01 Haziran 2022) Comparative toxicity of cinnamon oil, cinnamaldehyde and their nano-emulsions against Culex pipiens (L.) larvae with biochemical and docking studies. International Journal of Plant Based Pharmaceuticals 2 1 51–63.
IEEE N. Taktak, M. Badawy, O. Awad, ve N. Abou El-ela, “Comparative toxicity of cinnamon oil, cinnamaldehyde and their nano-emulsions against Culex pipiens (L.) larvae with biochemical and docking studies”, Int. J. Plant Bas. Pharm., c. 2, sy. 1, ss. 51–63, 2022.
ISNAD Taktak, Nehad vd. “Comparative Toxicity of Cinnamon Oil, Cinnamaldehyde and Their Nano-Emulsions Against Culex Pipiens (L.) Larvae With Biochemical and Docking Studies”. International Journal of Plant Based Pharmaceuticals 2/1 (Haziran 2022), 51-63.
JAMA Taktak N, Badawy M, Awad O, Abou El-ela N. Comparative toxicity of cinnamon oil, cinnamaldehyde and their nano-emulsions against Culex pipiens (L.) larvae with biochemical and docking studies. Int. J. Plant Bas. Pharm. 2022;2:51–63.
MLA Taktak, Nehad vd. “Comparative Toxicity of Cinnamon Oil, Cinnamaldehyde and Their Nano-Emulsions Against Culex Pipiens (L.) Larvae With Biochemical and Docking Studies”. International Journal of Plant Based Pharmaceuticals, c. 2, sy. 1, 2022, ss. 51-63.
Vancouver Taktak N, Badawy M, Awad O, Abou El-ela N. Comparative toxicity of cinnamon oil, cinnamaldehyde and their nano-emulsions against Culex pipiens (L.) larvae with biochemical and docking studies. Int. J. Plant Bas. Pharm. 2022;2(1):51-63.