Skip to main content

Advertisement

Log in

Bioactivity of Dianthus caryophyllus, Lepidium sativum, Pimpinella anisum, and Illicium verum essential oils and their major components against the West Nile vector Culex pipiens

  • Original Paper
  • Published:
Parasitology Research Aims and scope Submit manuscript

Abstract

Mosquitoes constitute a severe health problem in many areas all over the world. There are many regions of the tropics and subtropics where mosquitoes are one of the main reasons for inhibiting the economic upgrade. Except nuisance, their medical importance is another matter of attention since mosquitoes are vectors for a wide variety of vector-borne diseases. Due to disadvantages of currently used chemical control methods, it is unavoidable to search for eco-friendly new molecules. We report herein the evaluation of the larvicidal effect exhibited by essential oils of Dianthus caryophyllus, Lepidium sativum, Pimpinella anisum, and Illicium verum against late third to early fourth instar mosquito larvae of Culex pipiens. Furthermore, phytochemical analysis of plant samples revealed their major compounds to be β-caryophyllene, eugenol, eucalyptol, α-terpinyl acetate, and (E)-anethole which were also tested for their potential larvicidal activity. For D. caryophyllus and L. sativum, this was the first report on the chemical composition of their essential oils. The essential oils of I. verum and P. anisum demonstrated high larvicidal activity with a LC50 <18 mgL−1. The other two essential oils of D. caryophyllus and L. sativum revealed moderate larvicidal activity, displaying a LC50 value above 50 mgL−1. Among the pure components, the most toxic were eugenol, (E)-anethole, and α-terpinyl acetate, with LC50 values 18.28, 16.56, and 23.03 mgL−1, respectively. Eucalyptol (1,8 cineole) and β-caryophyllene were inactive at concentrations even as high as 100 mgL−1, showing the least significant activity against mosquito larvae. Results allow some rationalization on the relative importance of the major compounds regarding the larvicidal activity of selected essential oils and their potential use as vector control agents.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1

Similar content being viewed by others

References

  • Adams RP (2007) Identification of essential oils components by gas chromatography/quadrupole mass spectroscopy, 4th edn. Allured, Carol Stream

    Google Scholar 

  • Amer A, Mehlhorn H (2006a) Larvicidal effects of various essential oils against Aedes, Anopheles, and Culex larvae (Diptera, Culicidae). Parasitol Res 99:466–472

    Article  PubMed  Google Scholar 

  • Amer A, Mehlhorn H (2006b) Persistency of larvicidal effects of plant oil extracts under different storage conditions. Parasitol Res 99:473–477

    Article  PubMed  Google Scholar 

  • Arslan N, Gürbüz B, Sarıhan EO (2004) Variation in essential oil content and composition in Turkish anise (Pimpinella anisum L.) populations. Turk J Agric For 28:173–177

    CAS  Google Scholar 

  • Ateyyat MA, Al-Mazra'awi M, Abu-Rjai T, Shatnawi MA (2009) Aqueous extracts of some medicinal plants are as toxic as Imidacloprid to the sweet potato whitefly, Bemisia tabaci. J Insect Sci 9:9–15

    Article  Google Scholar 

  • Barbosa DFJ, Silva BV, Alves BP, Gumina G, Santos LCR, Sousa PD, Cavalcanti CHS (2012) Structure–activity relationships of eugenol derivatives against Aedes aegypti (Diptera: Culicidae) larvae. Pest Manag Sci. doi:10.1002/ps.3331

  • Becker N, Petrić D, Zgomba M, Boase C, Madon M, Dahl C, Kaiser A (2010) Mosquitoes and their control, 2nd edn. Springer, Berlin

    Book  Google Scholar 

  • Boulogne I, Petit P, Ozier-Lafontaine H, Desfontaines L, Loranger-Merciris G (2012) Insecticidal and antifungal chemicals produced by plants: a review. Environ Chem Lett. doi:10.1007/s10311-012-0359-1

  • Burfield T, Reekie SL (2005) Mosquitoes, malaria and essential oils. Int J Aromather 5:30–41

    Article  Google Scholar 

  • Chaiyasit D, Choochote W, Rattanachanpichai E, Chaithong U, Chaiwong P, Jitpakdi A, Tippawangkosol P, Riyong D, Pitasawat B (2006) Essential oils as potential adulticides against two populations of Aedes aegypti, the laboratory and natural field strains, in Chiang Mai Province, northern Thailand. Parasitol Res 99:715–721

    Article  PubMed  Google Scholar 

  • Champakaew D, Choochote W, Pongpaibul Y, Chaithong U, Jitpakdi A, Tuetun B, Pitasawat B (2007) Larvicidal efficacy and biological stability of a botanical natural product, zedoary oil-impregnated sand granules, against Aedes aegypti (Diptera, Culicidae). Parasitol Res 100:729–737

    Article  PubMed  Google Scholar 

  • Chaubey MK (2008) Fumigant toxicity of essential oils from some common spices against pulse beetle, Callosobruchus chinensis (Coleoptera: Bruchidae). J Oleo Sci 57:171–179

    Article  PubMed  CAS  Google Scholar 

  • Cheng SS, Huang CG, Chen YJ, Yu JJ, Chen WJ, Chang ST (2009) Chemical compositions and larvicidal activities of leaf essential oils from two eucalyptus species. Bioresour Technol 100:452–456

    Article  PubMed  CAS  Google Scholar 

  • Conti B, Canale A, Bertoli A, Gozzini F, Pistelli L (2010) Essential oil composition and larvicidal activity of six Mediterranean aromatic plants against the mosquito Aedes albopictus (Diptera: Culicidae). Parasitol Res 107:1455–1461

    Article  PubMed  Google Scholar 

  • Danis K, Papa A, Theocharopoulos G, Dougas G, Athanasiou M, Detsis M, Baka A, Lytras T, Mellou K, Bonovas S, Panagiotopoulos T (2011) Outbreak of west Nile virus infection in Greece. Emerg Infect Dis 17:1868–1872

    Article  PubMed  Google Scholar 

  • Day JF, Shaman J (2011) Mosquito borne arboviral surveillance and the prediction of disease outbreaks, Flavivirus Encephalitis, Daniel Růžek (Ed.), ISBN: 978-953-307-669-0, InTech, Croatia. Retrieved online from: http://www.intechopen.com/articles/show/title/mosquito-borne-arboviral-surveillance-and-the-prediction-of-disease-outbreaks . Accessed 18 June 2012

  • De Almeida LFR, Frei F, Manchini E, De Martino L, De Feo V (2010) Phytotoxic activities of Mediterranean essential oils. Molecules 15:4309–4323

    Article  PubMed  Google Scholar 

  • Dzamic A, Socovic M, Ristic MS, Grijic-Jovanovic S, Vukojevic J, Marin PD (2009) Chemical composition and antifungal activity of Illicium verum and Eugenia caryophyllata. Chem Nat Compd 45:259–261

    Article  CAS  Google Scholar 

  • ECDC (2011) http://ecdc.europa.eu/en/activities/diseaseprogrammes/emerging_and_vector_borne_diseases/Pages/West_Niles_fever_Risk_Maps.aspx. Accessed 18 June 2012

  • Evergetis E, Michaelakis A, Kioulos E, Koliopoulos G, Haroutounian SA (2009) Chemical composition and larvicidal activity of essential oils from six Apiaceae family taxa against the West Nile virus vector Culex pipiens. Parasitol Res 105:117–124

    Article  PubMed  CAS  Google Scholar 

  • Evergetis E, Michaelakis A, Haroutounian SA (2011) Essential oils of Umbelliferae (Apiaceae) family taxa as emerging potent agents for mosquito control. Integrated Pest Management and Pest Control—Current and Future Tactics, ISBN 978-953-51-0050-8, edited by Marcelo L. Larramendy and Sonia Soloneski

  • Evergetis E, Michaelakis A, Haroutounian SA (2013) Exploitation of Apiaceae family essential oils as potent biopesticides and rich source of phellandrenes. Ind Crop Prod 41:365–370

    Article  CAS  Google Scholar 

  • Giatropoulos A, Papachristos DP, Kimbaris A, Koliopoulos G, Polissiou MG, Emmanouel N, Michaelakis A (2012) Evaluation of bioefficacy of three Citrus essential oils against the dengue vector Aedes albopictus (Diptera: Culicidae) in correlation to their components enantiomeric distribution. Parasitol Res. doi:10.1007/s00436-012-3074-8

  • Hafeez F, Akram W, Shaalan EAS (2011) Mosquito larvicidal activity of citrus limonoids against Aedes albopictus. Parasitol Res 109:221–229

    Article  PubMed  Google Scholar 

  • Hellenic Center for Disease Control and Prevention-HCDCP (2011) http://www.keelpno.gr/. Accessed 17 November 2011

  • Huang Y, Ho SH, Lee HC, Yap YL (2002) Insecticidal properties of eugenol, isoeugenol, methyleugenol and their effects on nutrition of Sitophilus zeamais Motsch. (Coleoptera: Curculionidae) and Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae). J Stored Prod Res 38:403–412

    Article  CAS  Google Scholar 

  • Huang Y, Zhao J, Zhou L, Wang J, Gong Y, Chen X, Guo Z, Wang Q, Jiang W (2010) Antifungal activity of the essential oil of Illicium verum fruit and its main component trans-anethole. Molecules 15:7558–7569

    Article  PubMed  CAS  Google Scholar 

  • Hubálek Z (2008) Mosquito-borne viruses in Europe. Parasitol Res 103(Suppl 1):S29–S43

    Article  PubMed  Google Scholar 

  • Isman MB (2006) Botanical insecticides, deterrents and repellents in modern agriculture and an increasingly regulated world. Annu Rev Entomol 51:45–66

    Article  PubMed  CAS  Google Scholar 

  • Jacob D (2008) Short communication on regional climate change scenarios and their possible use for impact studies on vector-borne diseases. Parasitol Res 103(Suppl 1):S3–S6

    Article  PubMed  Google Scholar 

  • Kihampa C, Joseph CC, Nkunya MH, Magesa SM, Hassanali A, Heydenreich M, Kleinpeter E (2009) Larvicidal and IGR activity of extract of Tanzanian plants against malaria vector mosquitoes. J Vector Borne Dis 46:145–152

    PubMed  CAS  Google Scholar 

  • Knio K, Usta J, Dagher S, Zournajian H, Kreydiyyeh S (2008) Larvicidal activity of essential oils extracted from commonly used herbs in Lebanon against the seaside mosquito, Ochlerotatus caspius. Bioresour Technol 99:763–768

    Article  PubMed  CAS  Google Scholar 

  • Konstantopoulou MA, Krokos FD, Mazomenos BE (2004) Chemical composition of corn leaf essential oils and their role in the oviposition behavior of Sesamia nonagrioides females. J Chem Ecol 30:2237–2250

    Article  Google Scholar 

  • Lee SO, Park I, Choi GJ, Lim HK, Jang KS, Cho KY, Shin SC, Kim JC (2007) Fumigant activity of essential oils and components of Illicium verum and Schizonepeta tenuifolia against Botrytis cinerea and Colletotrichum gloeosporioides. J Microbiol Biotechnol 17:1568–1572

    PubMed  CAS  Google Scholar 

  • Liu ZL, Liu QZ, Du SS, Deng ZW (2012) Mosquito larvicidal activity of alkaloids and limonoids derived from Evodia rutaecarpa unripe fruits against Aedes albopictus (Diptera: Culicidae). Parasitol Res. doi:10.1007/s00436-012-2923-9

  • Lopez O, Fernandez-Bolanos JG, Gil MV (2005) New trends in pest control: the search for greener insecticides. Green Chem 7:431–442

    Article  CAS  Google Scholar 

  • Melliou E, Michaelakis A, Koliopoulos G, Skaltsounis AL, Magiatis P (2009) High quality bergamot oil from Greece: chemical analysis using enantiomeric GC-MS and larvicidal activity against the West Nile virus vector. Molecules 14:839–849

    Article  PubMed  Google Scholar 

  • Michaelakis A, Papachristos D, Kimbaris A, Koliopoulos G, Giatropoulos A, Polissiou MG (2009a) Citrus essential oils and four enantiomeric pinenes against Culex pipiens (Diptera: Culicidae). Parasitol Res 105:769–773

    Article  PubMed  Google Scholar 

  • Michaelakis A, Stroggilos A, Bouzas E, Couladouros EA (2009b) Larvicidal activity of naturally occurring naphthoquinones and derivatives against the West Nile virus vector Culex pipiens. Parasitol Res 104:657–662

    Article  PubMed  Google Scholar 

  • Mohan M, Haider SZ, Andola HC, Purohit VK (2011) Essential oils as green pesticides: for sustainable agriculture. Res J Pharm Biol Chem Sci 2:100–106

    Google Scholar 

  • Ngoh SP, Hoo L, Pang FY, Huang Y, Kini MR, Ho SH (1998) Insecticidal and repellent properties of nine volatile constituents of essential oils against the American cockroach. Periplaneta americana (L.). Pestic Sci 54:261–268

    Article  CAS  Google Scholar 

  • Padmashree A, Roopa N, Semwal AD, Sharma GK, Agathian G, Bawa AS (2007) Star-anise (Illicium verum) and black caraway (Carum nigrum) as natural antioxidants. Food Chem 104:59–66

    Article  CAS  Google Scholar 

  • Papachristos DP, Stamopoulos DC (2003) Selection of Acanthoscelides obtectus (Say) for resistance to lavender essential oil vapour. J Stored Products Res 39:433–441

    Google Scholar 

  • Park IK, Choi KS, Kim DH, Choi IH, Kim LS, Bak WC, Choi JW, Shin SC (2006) Fumigant activity of plant essential oils and components from horseradish (Armoracia rusticana), anise (Pimpinella anisum) and garlic (Allium sativum) oils against Lycoriella ingenua (Diptera: Sciaridae). Pest Manag Sci 62:723–728

    Article  PubMed  CAS  Google Scholar 

  • Pavela R (2008) Larvicidal effects of various Euro-Asiatic plants against Culex quinquefasciatus Say larvae (Diptera: Culicidae). Parasitol Res 102:555–559

    Article  PubMed  Google Scholar 

  • Pavela R (2009) Larvicidal effects of some Euro-Asiatic plants against Culex quinquefasciatus Say larvae (Diptera: Culicidae). Parasitol Res 105:887–892

    Article  PubMed  Google Scholar 

  • Pitarokili D, Michaelakis A, Koliopoulos G, Giatropoulos A, Tzakou O (2011) Chemical composition, larvicidal evaluation and adult repellency of endemic Greek Thymus essential oils against the mosquito vector of West Nile Virus. Parasitol Res 109:425–430

    Article  PubMed  Google Scholar 

  • Pohilt AM, Rezende AR, Lopes Baldin EL, Lopes NP, de Andrade Neto VF (2011) Plant extracts, isolated phytochemicals, and plant-derived agents which are lethal to arthropod vectors of human tropical diseases—a review. Planta Med 77(6):618–630

    Article  Google Scholar 

  • Poulin B, Lefebvre G, Paz L (2010) Red flag for green spray: adverse trophic effects of Bti on breeding birds. J Appl Ecol 47:884–889

    Article  Google Scholar 

  • Prajapati V, Tripathi AK, Aggarwal KK, Khanuja SPS (2005) Insecticidal, repellent and oviposition-deterrent activity of selected essential oils against Anopheles stephensi, Aedes aegypti and Culex quinquefasciatus. Bioresour Technol 96:1749–1757

    Article  PubMed  CAS  Google Scholar 

  • Regnault-Roger C, Vincent C, Arnason JT (2012) Essential oils in insect control: low-risk products in a high-stakes world. Annu Rev Entomol 57:405–424

    Article  PubMed  CAS  Google Scholar 

  • Samarasekera R, Weerasinghe IS, Hemalal KDP (2008) Insecticidal activity of menthol derivatives against mosquitoes. Pest Manag Sci 64:290–295

    Article  PubMed  CAS  Google Scholar 

  • Santos SRL, Silva VB, Barbosa JDF, Santos RLC, deSousa DM, Cavalcanti SCH (2010) Toxic effects on and structure-toxicity relationships of phenylpropanoids, terpenes, and related compounds in Aedes aegypti larvae. Vector-Borne Zoonotic Dis 10:1049–1054

    Article  PubMed  Google Scholar 

  • Semmler M, Fathy AG, Khaled AR, Mehlhorn H (2009) Nature helps: from research to products against blood-sucking arthropods. Parasitol Res 105:1483–1487

    Article  PubMed  Google Scholar 

  • Shaalan EA-S, Canyon D, Younes MWF, Abdel-Wahab H, Mansour A-H (2005) A review of botanical phytochemicals with mosquitocidal potential. Environ Int 31:1149–1166

    Article  PubMed  CAS  Google Scholar 

  • Shaalan EA, Canyon DV (2008) Inconsequential study on larvicidal efficacy of anise and celery seed extracts indicates that standards in bioinsecticide screening are necessary. Curr Opin Biotechnol 4:33–35

    CAS  Google Scholar 

  • Shukla J, Tripathi SP, Chaubey MK (2008) Toxicity of Myristica fragrans and Illicium verum essential oils against flour beetle Tribolium castaneum Herbst (Coleoptera: Tenebrionidae). Electron J Environ Agric Food Chem 7:3059–3064

    CAS  Google Scholar 

  • Singh G, Maurya S, deLampasona M, Catalan C (2006) Chemical constituents, antimicrobial investigations and antioxidative potential of volatile oil and acetone extract of star anise fruits. J Sci Food Agric 86:111–121

    Article  CAS  Google Scholar 

  • Sukumar K, Perich MJ, Boobar LR (1991) Botanical derivatives in mosquito control: a review. J Am Mosq Control Assoc 7:210–237

    PubMed  CAS  Google Scholar 

  • Trabousli AF, Taoubi K, Samih EH, Bessiere JM, Rammal S (2002) Insecticidal properties of essential oils against the mosquito Culex pipiens molestus (Diptera: Culicidae). Pest Manag Sci 58:491–495

    Article  Google Scholar 

  • Trabousli AF, El-Haj A, Tueni M, Taoubi K, Abi Nader N, Mrad A (2005) Repellency and toxicity of aromatic plant extracts against the mosquito Culex pipiens molestus (Diptera: Culicidae). Pest Manag Sci 61:597–604

    Article  Google Scholar 

  • Tunón H, Thorsell W, Malander I (2006) Arthropod repellency, especially tick (Ixodes ricinus), exerted by extract from Artemisia abrotanum and essential oil from flowers of Dianthus caryophyllum. Fitoterapia 77:257–261

    Article  PubMed  Google Scholar 

  • Vourlioti-Arapi F, Michaelakis A, Evergetis E, Koliopoulos G, Haroutounian SA (2012) Essential oils of indigenous in Greece six Juniperus taxa chemical composition and larvicidal activity against the West Nile virus vector Culex pipiens. Parasitol Res 110:1829–1839

    Article  PubMed  CAS  Google Scholar 

  • Waliwitiya R, Kennedy C, Lowenberger C (2008) Larvicidal and oviposition altering activity of monoterpenoids, trans-anethole and rosemary oil to the yellow fever mosquito Aedes aegypti (Diptera: Culicidae). Pest Manag Sci 65:241–248

    Article  Google Scholar 

  • Wang GW, Hub WT, Huanga BK, Qina LP (2011) Illicium verum: a review on its botany, traditional use, chemistry and pharmacology. J Ethnopharmacol 136:10–20

    Article  PubMed  CAS  Google Scholar 

  • World Health Organization (2005) Guidelines for laboratory and field testing of mosquito larvicides World Health Organization (WHO) communicable disease control, prevention and eradication WHO Pesticide Evaluation Scheme (WHOPES). WHO, Geneva, pp. 1–41

  • Yang YC, Lee EH, Lee HS, Lee DK, Ahn YJ (2004) Repellency of aromatic medicinal plant extracts and a steam distillate to Aedes aegypti. J Am Mosq Contr Assoc 20:146–149

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Antonios Michaelakis or Maria A. Konstantopoulou.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kimbaris, A.C., Koliopoulos, G., Michaelakis, A. et al. Bioactivity of Dianthus caryophyllus, Lepidium sativum, Pimpinella anisum, and Illicium verum essential oils and their major components against the West Nile vector Culex pipiens . Parasitol Res 111, 2403–2410 (2012). https://doi.org/10.1007/s00436-012-3097-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00436-012-3097-1

Keywords

Navigation