Advertisement

Assessment of Melissa officinalis L. essential oil as an eco-friendly approach against biodeterioration of wheat flour caused by Tribolium castaneum Herbst

  • Neha Upadhyay
  • Vipin Kumar Singh
  • Abhishek Kumar Dwivedy
  • Somenath Das
  • Anand Kumar Chaudhari
  • Nawal Kishore DubeyEmail author
Research Article
  • 75 Downloads

Abstract

The study reports efficacy of Melissa officinalis L. essential oil (MOEO) as a safe plant-based insecticide against Tribolium castaneum Herbst (TC) by induction of oxidative stress. MOEO nanoencapsulation in chitosan matrix was performed to enhance its bioefficacy. GC–MS analysis of MOEO depicted geranial (31.54%), neral (31.08%), and β-caryophyllene (12.42%) as the major components. MOEO showed excellent insecticidal potential in contact (100% mortality at 0.157 μL/cm2) and fumigant bioassays (LC50 = 0.071 μL/mL air) and 100% repellency at concentration ≤ 0.028 μL/cm2. Increased reactive oxygen species (ROS), superoxide dismutase (SOD), catalase (CAT), and decreased ratio of reduced glutathione (GSH) to oxidized glutathione (GSSG) at the LC50 dose suggested significant oxidative stress on TC in MOEO treatment sets. The encapsulated MOEO exhibited enhanced activity as fumigant (LC50 = 0.048 μL/mL air) and showed significant antifeedant activity in situ (EC50 = 0.043 μL/mL). High LD50 value (13,956.87 μL/kg body weight of mice) confirmed favorable toxicological profile for non-target mammals. The findings depict potential of nanoencapsulated MOEO as an eco-friendly green pesticide against infestation of stored food by TC.

Keywords

Melissa officinalis L. essential oil Tribolium castaneum Herbst Antioxidant defense system Nanoencapsulation Green insecticide Antifeedant 

Notes

Acknowledgements

Neha Upadhyay is thankful to University Grants Commission (UGC) New Delhi; Vipin Kumar Singh is thankful to Council of Scientific and Industrial Research (CSIR) New Delhi for research fellowship; Head, Centre of Advanced Study (CAS) in Botany, Banaras Hindu University, Varanasi, Department of Science and Technology-Promotion of University Research and Scientific Excellence (DST-PURSE), Animal Care & Ethical Committee and Interdisciplinary School of Life Sciences (ISLS), Banaras Hindu University (BHU) for laboratory facilities; Central Instrument Facility, Indian Institute of Technology (IIT)-BHU, Varanasi, India.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest

Supplementary material

11356_2019_4688_MOESM1_ESM.docx (17 kb)
ESM 1 (DOCX 16 kb)

References

  1. Abuhamdah S, Chazot PL (2008) Lemon Balm and Lavender herbal essential oils: Old and new ways to treat emotional disorders? Curr Anaesth Crit Care 19:221–226CrossRefGoogle Scholar
  2. Adams RP (2017) Identification of essential oils components by gas chromatography/quadruple mass spectroscopy, 4.1 edn. Allured Publishing Corporation, Carol StreamGoogle Scholar
  3. Aebi H (1974) Catalase. In: Bergmeyer HU (ed) Methods of enzymatic analysis. Academic Press, New York, pp 673–677Google Scholar
  4. Allahverdiyev A, Duran N, Ozguven M, S ( K (2004) Antiviral activity of the volatile oils of Melissa officinalis L against Herpes simplex virus type-2. Phytomedicine 11:657–661CrossRefGoogle Scholar
  5. Atwell WA, Finnie S (2016) Wheat flour, 2nd edn. American Association of Cereal Chemists, St. Paul (MN)Google Scholar
  6. Ballard CG, O'Brien JT, Reichelt K, Perry EK (2002) Aromatherapy as a safe and effective treatment for the management of agitation in severe dementia. The results of a double-blind placebo-controlled trial with Melissa. J Clin Psychiatry 63:553–558CrossRefGoogle Scholar
  7. Beers RF, Sizer IW (1952) A spectrophotometric method for measuring the breakdown of hydrogen peroxide by catalase. J Biol Chem 195:133–140Google Scholar
  8. Benelli G, Pavela R, Maggi F, Petrelli R, Nicoletti M (2017) Commentary: making green pesticides greener? The potential of plant products for nanosynthesis and pest control. J Clust Sci 28:3–10CrossRefGoogle Scholar
  9. Benelli G, Pavela R, Giordani C, Casettari L, Curzi G, Cappellacci L, Petrelli R, Maggi F (2018) Acute and sub-lethal toxicity of eight essential oils of commercial interest against the filariasis mosquito Culex quinquefasciatus and the housefly Musca domestica. Ind Crop Prod 112:668–680CrossRefGoogle Scholar
  10. Bordes P, Pollet E, Avérous L (2009) Nano-biocomposites: biodegradable polyester/nanoclay systems. Prog Polym Sci 34:125–155CrossRefGoogle Scholar
  11. Caballero-Gallardo K, Olivero-Verbel J, Stashenko EE (2012) Repellency and toxicity of essential oils from Cymbopogon martinii, Cymbopogon flexuosus and Lippia origanoides cultivated in Colombia against Tribolium castaneum. J Stored Prod Res 50:62–65CrossRefGoogle Scholar
  12. Cao JQ, Guo SS, Wang Y, Pang X, Geng ZF, Du SS (2018) Toxicity and repellency of essential oil from Evodia lenticellata Huang fruits and its major monoterpenes against three stored-product insects. Ecotoxicol Environ Saf 160:342–348CrossRefGoogle Scholar
  13. Coates J (2000) Interpretation of infrared spectra, a practical approach. Encycl Anal Chem 12:10815–10837Google Scholar
  14. da Cunha FAB, Wallau GL, Pinho AI, Nunes MEM, Leite NF, Tintino SR, da Costa GM, Athayde ML, Boligon AA, Coutinho HDM, Pereira AB (2015) Eugenia uniflora leaves essential oil induces toxicity in Drosophila melanogaster: involvement of oxidative stress mechanisms. Toxicol Res-UK 4:634–644CrossRefGoogle Scholar
  15. Das K, Roychoudhury A (2014) Reactive oxygen species (ROS) and response of antioxidants as ROS-scavengers during environmental stress in plants. Front Environ Sci 2:1–53Google Scholar
  16. De Sousa AC, Gattass CR, Alviano DS, Alviano CS, Blank AF, Alves PB (2004) Melissa officinalis L. essential oil: antitumoral and antioxidant activities. J Pharm Pharmacol 56:677–681CrossRefGoogle Scholar
  17. Du SS, Wang CF, Li J, Zhang HM, Liu QZ, Liu ZL, Deng ZW (2011) Antifeedant diterpenoids against Tribolium castaneum from the stems and twigs of Ceriops tagal (Rhizophoraceae). Molecules 16:6060–6067CrossRefGoogle Scholar
  18. Dwivedy AK, Kumar M, Upadhyay N, Prakash B, Dubey NK (2016) Plant essential oils against food borne fungi and mycotoxins. Curr Opin Food Sci 11:16–21CrossRefGoogle Scholar
  19. Dwivedy AK, Singh VK, Prakash B, Dubey NK (2018) Nanoencapsulated Illicium verum Hook. f. Essential oil as an effective novel plant-based preservative against aflatoxin B1 production and free radical generation. Food Chem Toxicol 111:102–113CrossRefGoogle Scholar
  20. Ebadollahi A, Ashrafi Parchin R, Farjaminezhad M (2016) Phytochemistry, toxicity and feeding inhibitory activity of Melissa officinalis L. essential oil against a cosmopolitan insect pest; Tribolium castaneum Herbst. Toxin Rev 35:77–82CrossRefGoogle Scholar
  21. El-Aziz A, Mohamed AR, Al-Othman MR, Mahmoud MA, Shehata SM, Abdelazim NS (2018) Chitosan nanoparticles as a carrier for Mentha longifolia extract: synthesis, characterization and antifungal activity. Curr Sci 114:2116–2122Google Scholar
  22. Ellman GL, Courtney KD, Andres JrV, Featherstone RM (1961) A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol 7:88–95Google Scholar
  23. European Chemical Agency (2017) Guidance on information requirements and chemical safety assessment chapter R.7a: endpoint specific guidance. Version 6.0, HelsinkiGoogle Scholar
  24. Feyzioglu GC, Tornuk F (2016) Development of chitosan nanoparticles loaded with summer savory (Satureja hortensis L.) essential oil for antimicrobial and antioxidant delivery applications. LWT-Food Sci Technol 7:104–110CrossRefGoogle Scholar
  25. Finney DJ (1971) Probit analysis. Cambridge University Press, CambridgeGoogle Scholar
  26. Food and Drug Administration (2013) CFR-code of Federal Regulations Title 21. https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/cfrsearch.cfm?fr=182.20
  27. Ganjewala D, Gupta AK (2013) Lemongrass (Cymbopogon flexuosus Steud.) wats essential oil: overview and biological activities. Rec Prog med. Plants 37:235–271Google Scholar
  28. Girardi NS, García D, Passone MA, Nesci A, Etcheverry M (2017) Microencapsulation of Lippia turbinata essential oil and its impact on peanut seed quality preservation. Int Biodeterior Biodegrad 116:227–233CrossRefGoogle Scholar
  29. Grenha A, Seijo B, Serra C, Remunán-López C (2007) Chitosan nanoparticle-loaded mannitol microspheres: structure and surface characterization. Biomacromolecules 8:2072–2079CrossRefGoogle Scholar
  30. Guo SS, You CX, Liang JY, Zhang WJ, Geng ZF, Wang CF, Du SS, Lei N (2015) Chemical composition and bioactivities of the essential oil from Etlingera yunnanensis against two stored product insects. Molecules 20:15735–15747CrossRefGoogle Scholar
  31. Haider J, Majeed H, Williams PA, Safdar W, Zhong F (2017) Formation of chitosan nanoparticles to encapsulate krill oil (Euphausia superba) for application as a dietary supplement. Food Hydrocoll 63:27–34CrossRefGoogle Scholar
  32. Hasheem AS, Awadalla SS, Zayed GM, Maggi F, Benelli G (2018) Pimpinella anisum essential oil nanoemulsions against Tribolium castaneum-insecticidal activity and mode of action. Environ Sci Pollut Res:1–11Google Scholar
  33. Herculano ED, de Paula HC, de Figueiredo EA, Dias FG, Pereira VDA (2015) Physicochemical and antimicrobial properties of nanoencapsulated Eucalyptus staigeriana essential oil. LWT-Food Sci Technol 61:484–491CrossRefGoogle Scholar
  34. Hissin PJ, Hilf R (1976) A fluorometric method for determination of oxidized and reduced glutathione in tissues. Anal Biochem 74:214–226CrossRefGoogle Scholar
  35. Holmstrup M, Sørensen JG, Heckmann LH, Slotsbo S, Hansen P, Hansen LS (2011) Effects of ozone on gene expression and lipid peroxidation in adults and larvae of the red flour beetle (Tribolium castaneum). J Stored Prod Res 47:378–384CrossRefGoogle Scholar
  36. Hosseini SF, Zandi M, Rezaei M, Farahmandghavi F (2013) Two-step method for encapsulation of oregano essential oil in chitosan nanoparticles: preparation, characterization and in vitro release study. Carbohydr Polym 95:50–56CrossRefGoogle Scholar
  37. Huang Y, Lam SL, Ho S (2000) Bioactivities of essential oil from Elletaria cardamomum (L.) Maton. To Sitophilus zeamais Motschulsky and: Tribolium castaneum (Herbst). J Stored Prod Res 36:107–117CrossRefGoogle Scholar
  38. Isman MB (2000) Plant essential oils for pest and disease management. Crop Prot 19:603–608CrossRefGoogle Scholar
  39. Janaki S, Zandi-Sohani N, Ramezani L, Szumny A (2018) Chemical composition and insecticidal efficacy of Cyperus rotundus essential oil against three stored product pests. Int Biodeterior Biodegrad 133:93–98CrossRefGoogle Scholar
  40. Jankowska M, Rogalska J, Wyszkowska J, Stankiewicz M (2017) Molecular targets for components of essential oils in the insect nervous system-a review. Molecules 23:34CrossRefGoogle Scholar
  41. Jayas DS, White NDG, Muir WE (1995) Stored-grain ecosystem. Dry Technol 13:1045–1046CrossRefGoogle Scholar
  42. Jood S, Kapoor AC, Singh R (1996) Chemical composition of cereal grains as affected by storage and insect infestation. Trop Agric 73:161–164Google Scholar
  43. Jukic M, Politeo O, Maksimovic M, Milos M, Milos M (2007) In vitro acetylcholinesterase inhibitory properties of thymol, carvacrol and their derivatives thymoquinone and thymohydroquinone. Phytother Res 21:259–261CrossRefGoogle Scholar
  44. Kedia A, Prakash B, Mishra PK, Dwivedy AK, Dubey NK (2015) Trachyspermum ammi L. essential oil as plant based preservative in food system. Ind Crop Prod 69:104–109CrossRefGoogle Scholar
  45. Keston AS, Brandt R (1965) The fluorometric analysis of ultramicro quantities of hydrogen peroxide. Anal Biochem 11:1–5CrossRefGoogle Scholar
  46. Khater KS, El-Shafiey SN (2015) Insecticidal effect of essential oils from two aromatic plants against Tribolium castaneum (Herbst), (Coleoptera: Tenebrionidae). Egypt J Biol Pest Control 25:129Google Scholar
  47. Khoobdel M, Ahsaei SM, Farzaneh M (2017) Insecticidal activity of polycaprolactone nanocapsules loaded with Rosmarinus officinalis essential oil in Tribolium castaneum (Herbst). Entomol Res 47(3):175–184CrossRefGoogle Scholar
  48. Khot LR, Sankaran S, Maja JM, Ehsani R, Schuster EW (2012) Applications of nanomaterials in agricultural production and crop protection: a review. Crop Prot 35:64–70CrossRefGoogle Scholar
  49. Kim Y, Park J, Kumar S, Kwon H, Na J, Chun Y, Kim W (2015) Insecticidal activity of chlorine dioxide gas by inducing an oxidative stress to the red flour beetle, Tribolium castaneum. J Stored Prod Res 64:88–96CrossRefGoogle Scholar
  50. Kiran S, Prakash B (2015a) Toxicity and biochemical efficacy of chemically characterized Rosmarinus officinalis essential oil against Sitophilus oryzae and Oryzaephilus surinamensis. Ind Crop Prod 74:817–823CrossRefGoogle Scholar
  51. Kiran S, Prakash B (2015b) Assessment of toxicity, antifeedant activity, and biochemical responses in stored-grain insects exposed to lethal and sublethal doses of Gaultheria procumbens L. essential oil. J Agric Food Chem 63:10518–10524CrossRefGoogle Scholar
  52. Kiran S, Kujur A, Prakash B (2016) Assessment of preservative potential of Cinnamomum zeylanicum Blume essential oil against food bornemolds, aflatoxin B1 synthesis, its functional properties and mode of action. Innov Food Sci Emerg Technol 37:184–191CrossRefGoogle Scholar
  53. Kiran S, Kujur A, Patel L, Ramalakshmi K, Prakash B (2017) Assessment of toxicity and biochemical mechanisms underlying the insecticidal activity of chemically characterized Boswellia carterii essential oil against insect pest of legume seeds. Pest Biochem Phys 139:17–23CrossRefGoogle Scholar
  54. Kostyuk VA, Potapovich AI (1989) Superoxide-driven oxidation of quercetin and a simple sensitive assay for determination of superoxide dismutase. Biochem Int 19:1117Google Scholar
  55. Kostyukovsky M, Rafaeli A, Gileadi C, Demchenko N, Shaaya E (2002) Activation of octopaminergic receptors by essential oil constituents isolated from aromatic plants: possible mode of action against insect pests. Pest Manag Sci 58:1101–1106CrossRefGoogle Scholar
  56. Kutluyer F, Kocabaş M, Erişir M, Benzer F (2019) Effect of the organophosphate insecticide chlorpyrifos exposure on oxidative stress and quality of Salmo coruhensis spermatozoa. Toxin Rev 38:71–76Google Scholar
  57. Liao M, Xiao JJ, Zhou LJ, Yao X, Tang F, Hua RM, Cao HQ (2017) Chemical composition, insecticidal and biochemical effects of Melaleuca alternifolia essential oil on the Helicoverpa armigera. J Appl Entomol 141:721–728CrossRefGoogle Scholar
  58. López MD, Pascual-Villalobos MJ (2010) Mode of inhibition of acetylcholinesterase by monoterpenoids and implications for pest control. Ind Crop Prod 31:284–288CrossRefGoogle Scholar
  59. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ (1951) Protein measurement with the Folin phenol reagent. J Biol Chem 193:265–275Google Scholar
  60. Meftahizade H, Lotfi M, Moradkhani H (2010) Optimization of micropropagation and establishment of cell suspension culture in Melissa officinalis L. Afr J Biotechnol 9:4314–4321Google Scholar
  61. Mehmood K, Husain M, Aslam M, Ahmedani MS, Aulakh AM, Shaheen FA (2018) Changes in the nutritional composition of maize flour due to Tribolium castaneum infestation and application of carbon dioxide to manage this pest. Environ Sci Pollut Res 25:18540–18547Google Scholar
  62. Mikonranta L, Mappes J, Kaukoniitty M, Freitak D (2014) Insect immunity: oral exposure to a bacterial pathogen elicits free radical response and protects from a recurring infection. Front Zool 11:23CrossRefGoogle Scholar
  63. Mimica-Dukic N, Bozin B, Sokovic M, Simin N (2004) Antimicrobial and antioxidant activities of Melissa officinalis L.(Lamiaceae) essential oil. J Agric Food Chem 52:2485–2489CrossRefGoogle Scholar
  64. Narra MR, Rajender K, Reddy RR, Murty US, Begum G (2017) Insecticides induced stress response and recuperation in fish: biomarkers in blood and tissues related to oxidative damage. Chemosphere 168:350–357CrossRefGoogle Scholar
  65. Nattudurai G, Baskar K, Paulraj MG, Islam VIH, Ignacimuthu S, Duraipandiyan V (2017) Toxic effect of Atalantia monophylla essential oil on Callosobruchus maculatus and Sitophilus oryzae. Environ Sci Pollut Res 24:1619–1629CrossRefGoogle Scholar
  66. Pant M, Dubey S, Patanjali PK, Naik SN, Sharma S (2014) Insecticidal activity of eucalyptus oil nanoemulsion with karanja and jatropha aqueous filtrates. Int Biodeterior Biodegrad 91:119–127CrossRefGoogle Scholar
  67. Passone MA, Girardi NS, Etcheverry M (2012) Evaluation of the control ability of five essential oils against Aspergillus section Nigri growth and ochratoxin a accumulation in peanut meal extract agar conditioned at different water activities levels. Int J Food Microbiol 159:198–206CrossRefGoogle Scholar
  68. Pavela R, Benelli G (2016) Essential oils as ecofriendly biopesticides? Challenges and constraints. Trends Plant Sci 21:1000–1007CrossRefGoogle Scholar
  69. Pinho AI, Wallau GL, Nunes MEM, Leite NF, Tintino SR, da Cruz LC, da Cunha FAB, da Costa JGM, Douglas Melo Coutinho H, Posser T, Franco JL (2014) Fumigant activity of the Psidium guajava var. pomifera (Myrtaceae) essential oil in Drosophila melanogaster by means of oxidative stress. Oxidative Med Cell Longev 2014:1–8CrossRefGoogle Scholar
  70. Plavšin I, Stašková T, Šerý M, Smýkal V, Hackenberger BK, Kodrík D (2015) Hormonal enhancement of insecticide efficacy in Tribolium castaneum: oxidative stress and metabolic aspects. Comp Biochem Physiol C 170:19–27Google Scholar
  71. Prakash B, Singh P, Mishra PK, Dubey NK (2012a) Safety assessment of Zanthoxylum alatum Roxb. Essential oil, its antifungal, antiaflatoxin, antioxidant activity and efficacy as antimicrobial in preservation of Piper nigrum L. fruits. Int J Food Microbiol 153:183–191CrossRefGoogle Scholar
  72. Prakash B, Singh P, Kedia A, Dubey NK (2012b) Assessment of some essential oils as food preservatives based on antifungal, antiaflatoxin, antioxidant activities and in vivo efficacy in food system. Food Res Int 49:201–208CrossRefGoogle Scholar
  73. Prasad R, Bhattacharyya A, Nguyen QD (2017) Nanotechnology in sustainable agriculture: recent developments, challenges, and perspectives. Front Microbiol 8:1–14CrossRefGoogle Scholar
  74. Saeb K, Gholamrezaee S (2012) Variation of essential oil composition of Melissa officinalis L. leaves during different stages of plant growth. Asian Pac J Trop Med 2:S547–S549CrossRefGoogle Scholar
  75. Sari AO, Ceylan A (2002) Yield characteristics and essential oil composition of lemon balm (Melissa officinalis L.) grown in the Aegean region of Turkey. Turk J Agric For 26:217–224Google Scholar
  76. Sasson Y, Levy-Ruso G, Toledano O, Ishaaya I (2007) Nanosuspensions: emerging novel agrochemical formulations. In: Ishaaya I (ed) Insecticides design using advanced technologies. Heidelberg –Springer, Berlin, pp 1–39Google Scholar
  77. Sharma R, Gupta B, Yadav T, Sinha S, Sahu AK, Karpichev Y, Ghosh KK (2016) Degradation of organophosphate pesticides using pyridinium based functional surfactants. ACS Sustain Chem Eng 4:6962–6973CrossRefGoogle Scholar
  78. Slaninova A, Smutna M, Modra H, Svobodova Z (2009) Reviews oxidative stress in fish induced by pesticides. Nuroendocrinol Lett 30:2Google Scholar
  79. Song SB, Xu Y, Zhou BS (2006) Effects of hexachlorobenzene on antioxidant status of liver and brain of common carp (Cyprinus carpio). Chemosphere 65:699–706CrossRefGoogle Scholar
  80. Tian T, Sun B, Li H, Li Y, Gao T, Li Y, Zeng Q, Wang Q (2016) Commercialization and regulatory requirements of biopesticides in China. In: Singh HB (ed) Agriculturally important microorganisms. Springer, Singapore, pp 237–254CrossRefGoogle Scholar
  81. Ukeh DA, Umoetok SB (2011) Repellent effects of five monoterpenoid odours against Tribolium castaneum (Herbst) and Rhyzopertha dominica (F.) in Calabar, Nigeria. Crop Prot 30:1351–1355CrossRefGoogle Scholar
  82. Upadhyay N, Dwivedy AK, Kumar M, Prakash B, Dubey NK (2018a) Essential oils as eco-friendly alternatives to synthetic pesticides for the control of Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae). J Essent Oil Bear Plants 21:282–297CrossRefGoogle Scholar
  83. Upadhyay N, Singh VK, Dwivedy AK, Das S, Chaudhari AK, Dubey NK (2018b) Cistus ladanifer L. essential oil as a plant based preservative against molds infesting oil seeds, aflatoxin B1 secretion, oxidative deterioration and methylglyoxal biosynthesis. LWT-Food Sci Technol 92:395–403CrossRefGoogle Scholar
  84. Walstra P (1996) Emulsion stability. In: Becher P (ed) Encyclopedia of emulsion technology. Marcel Dekker, New York, pp 1–62Google Scholar
  85. Wang J, Zhu F, Zhou XM, Niu CY, Lei CL (2006) Repellent and fumigant activity of essential oil from Artemisia vulgaris to Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae). J Stored Prod Res 42:339–347CrossRefGoogle Scholar
  86. Wang L, Cui S, Liu Z, Ping Y, Qiu J, Geng X (2018) Inhibition of mitochondrial respiration under hypoxia and increased antioxidant activity after reoxygenation of Tribolium castaneum. PLoS One 13:e0199056CrossRefGoogle Scholar
  87. Yan Y, Williams SB, Murdock LL, Baributsa D (2017) Hermetic storage of wheat and maize flour protects against red flour beetle (Tribolium castaneum Herbst). PLoS One 12:e0185386CrossRefGoogle Scholar
  88. Yasur J, Rani PU (2013) Environmental effects of nanosilver: impact on castor seed germination, seedling growth, and plant physiology. Environ Sci Pollut Res 20:8636–8648CrossRefGoogle Scholar
  89. Yoksan R, Jirawutthiwongchai J, Arpo K (2010) Encapsulation of ascorbyl palmitate in chitosan nanoparticles by oil-in-water emulsion and ionic gelation processes. Colloid Surf B 76:292–297CrossRefGoogle Scholar
  90. You CX, Zhang WJ, Guo SS, Wang CF, Yang K, Liang JY, Wang Y, Geng ZF, Du SS, Deng ZW (2015) Chemical composition of essential oils extracted from six Murraya species and their repellent activity against Tribolium castaneum. Ind Crop Prod 76:681–687CrossRefGoogle Scholar
  91. Zhang JS, Zhao NN, Liu QZ, Liu ZL, Du SS, Zhou L, Deng ZW (2011) Repellent constituents of essential oil of Cymbopogon distans aerial parts against two stored-product insects. J Agric Food Chem 59:9910–9915CrossRefGoogle Scholar
  92. Zhao H, Li W, Zhao X, Li X, Yang D, Ren H, Zhou Y (2017) Cu/Zn superoxide dismutase (SOD) and catalase (CAT) response to crude oil exposure in the polychaete Perinereis aibuhitensis. Environ Sci Pollut Res 24:616–627Google Scholar
  93. Zhou C, Li X (2018) Cytotoxicity of chlorpyrifos to human liver hepatocellular carcinoma cells: effects on mitochondrial membrane potential and intracellular free Ca2+. Toxin Rev 37:259–268Google Scholar
  94. Zhu G, Feng N, Xiao Z, Zhou R, Niu Y (2015) Production and pyrolysis characteristics of citral–monochlorotriazinyl-β-cyclodextrin inclusion complex. J Therm Anal Calorim 120:1811–1817CrossRefGoogle Scholar
  95. Ziaee M, Moharramipour S, Mohsenifar A (2014) Toxicity of Carum copticum essential oil-loaded nanogel against Sitophilus granarius and Tribolium confusum. J Appl Entomol 138:763–771CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  • Neha Upadhyay
    • 1
  • Vipin Kumar Singh
    • 1
  • Abhishek Kumar Dwivedy
    • 1
  • Somenath Das
    • 1
  • Anand Kumar Chaudhari
    • 1
  • Nawal Kishore Dubey
    • 1
    Email author
  1. 1.Laboratory of Herbal Pesticides, Centre of Advanced Study in Botany, Institute of ScienceBanaras Hindu UniversityVaranasiIndia

Personalised recommendations