Larvicidal Activity of Essential Oil of Syzygium aromaticum (Clove) in Com-parison with Its Major Constituent, Eugenol, against Anopheles stephensi

  • Mahmoud Osanloo Department of Medical Nanotechnology, School of Advanced Technologies in Medicine, Tehran University of Medical Sciences, Tehran, Iran and Students’ Scientific Research Center, Tehran University of Medical Sciences, Tehran, Iran
  • Mohammad Mehdi Sedaghat Department of Medical Entomology and Vector Control, School of Public Health, Tehran Universi-ty of Medical Sciences, Tehran, Iran
  • Fariba Esmaeili Department of Medical Nanotechnology, School of Advanced Technologies in Medicine, Tehran University of Medical Sciences, Tehran, Iran
  • Amir Amani Department of Medical Nanotechnology, School of Advanced Technologies in Medicine, Tehran University of Medical Sciences, Tehran, Iran and Natural Products and Medicinal Plants Research Center, North Khorasan University of Medical Sciences, Bojnurd, Iran
Keywords: Larvicidal activity, HPLC, Syzigium aromaticum, Eugenol, Essential oil, Anopheles stephensi

Abstract

Background: In this study, larvicidal activity of clove essential oil (EO), as a green and relatively potent larvicide, was compared with its main constituent, Eugenol, against Anopheles stephensi.Methods: High-performance liquid chromatography (HPLC) was used to determine the amount of eugenol, major constituent of clove EO. In addition, larvicidal activity of clove EO and eugenol was evaluated against An. stephensi.Results: The amount of eugenol in clove EO was determined as 67% using HPLC analysis. LC50 and LC90 of clove EO (57.49 and 93.14ppm, respectively) were significantly lower than those of eugenol (86.96 and 128.18 ppm, re­spectively).Conclusion: EO showed more effective than its major component. Considering the lower cost of the essential oil and lower risk in occurrence of resistance in larvae, use of clove EO is preferred as larvicide in comparison with eugenol, against An. stephensi.

References

1. World Health Organization (2017) Vector-borne diseases fact sheet. Available at: http://www.who.int/mediacentre/factsheets/fs387/en/
2. World Health Organization (2016) World Malaria Report. Available at: http://apps.who.int/iris/bitstream/10665/252038/1/9789241511711-eng.pdf?ua=1
3. Soltani A, Vatandoost H, Oshaghi MA, Ravasan NM, Enayati AA, Asgarian F (2015) Resistance Mechanisms of Anoph-eles stephensi (Diptera: Culicidae) to Temephos. J Arthropod Borne Dis. 9 (1): 71–83.
4. Vatandoost H, Hanafi-Bojd A (2005) Current resistant status of Anopheles stephensi liston to different larvicides in Hor-mozgan Province, southeastern Iran, 2004. Pak J Biol Sci. 8: 1568–1570.
5. Vatandoost H, Mashayekhi M, Abaie M, Aflatoonian M, Hanafi-Bojd A, Sharifi I (2005) Monitoring of insecticides resistance in main malaria vectors in a malarious area of Kahnooj District, Kerman Province, southeastern Iran. J Vector Borne Dis. 42(3): 100–108.
6. Melo-Santos MA, Varjal-Melo JJ, Araújo AP, Gomes TC, Paiva MH, Regis LN, Furtado AF, Magalhaes T, Macoris ML, Andrighetti MT, Ayres CF (2010) Resis-tance to the organophosphate temephos: mechanisms, evolution and reversion in an Aedes aegypti laboratory strain from Brazil. Acta Trop. 113(2): 180–189.
7. Liu XC, Liu Q, Chen XB, Zhou L, Liu ZL (2015) Larvicidal activity of the essen-tial oil from Tetradium glabrifolium fruits and its constituents against Aedes albo-pictus. Pest Manag Sci. 71(11): 1582–1586.
8. Vatandoost H, Sanei Dehkordi A, Sadeghi SM, Davari B, Karimian F, Abai MR, Sedaghat MM (2012) Identification of chemical constituents and larvicidal ac-tivity of Kelussia odoratissima Mozaf-farian essential oil against two mosquito vectors Anopheles stephensi and Culex pipiens (Diptera: Culicidae). Exp Para-sitol. 132(4): 470–474.
9. Govindarajan M, Benelli G (2016) Alpha-Humulene and beta-elemene from Syzygium zeylanicum (Myrtaceae) essen-tial oil: highly effective and eco-frien-dly larvicides against Anopheles sub-pictus, Aedes albopictus, and Culex tritaeniorhynchus (Diptera: Culicidae). Parasitol Res. 115(7): 2771–2778.
10. Liu XC, Liu Q, Chen XB, Liu QZ, Liu ZL (2015) Larvicidal activity of the essen-tial oil of Youngia japonica aerial parts and its constituents against Aedes albo-pictus. Z Naturforsch C. 70(1–2): 1–6.
11. Thonggoom O, Punrattanasin N, Srisawang N, Promawan N, Thonggoom R (2016) In vitro controlled release of clove essen-tial oil in self-assembly of amphiphilic polyethylene glycol-block-polycapro-lactone. J Microencapsul. 33(3): 239–248.
12. Sebaaly C, Charcosset C, Stainmesse S, Fessi H, Greige-Gerges H (2016) Clove essential oil-in-cyclodextrin-in-liposomes in the aqueous and lyophilized states: From laboratory to large scale using a membrane contactor. Carbohydr Polym. 138: 75–85.
13. Fayemiwo KA, Adeleke MA, Okoro OP, Awojide SH, Awoniyi IO (2014) Lar-vicidal efficacies and chemical compo-sition of essential oils of Pinus sylvestris and Syzygium aromaticum against mos-quitoes. Asian Pac J Trop Biomed. 4 (1): 30–34.
14. Barbosa JD, Silva VB, Alves PB, Gumina G, Santos RL, Sousa DP, Cavalcanti SC (2012) Structure-activity relationships of eugenol derivatives against Aedes aegypti (Diptera: Culicidae) larvae. Pest Manag Sci. 68(11): 1478–1483.
15. Cheng SS, Liu JY, Tsai KH, Chen WJ, Chang ST (2004) Chemical Composition and Mosquito Larvicidal Activity of Essential Oils from Leaves of Different Cinnamomum osmophloeum Provenances. J Agric Food Chem. 52(14): 4395–4400.
16. Govindarajan M, Rajeswary M, Hoti SL, Bhattacharyya A, Benelli G (2016) Eu-genol, α-pinene and β-caryophyllene from Plectranthus barbatus essential oil as eco-friendly larvicides against malaria, den-gue and Japanese encephalitis mosquito vectors. Parasitol Res. 115(2): 807–815.
17. Word Health Organization W (2015) World Malaria report. Available at: http://www.who.int/malaria/publications/world-malaria-report-2015/WMR2015.pdf
18. Vatandoost H, Oshaghi M, Abaie M, Shahi M, Yaaghoobi F, Baghaii M, Hanafi Bojd AA, Zamani G, Townson H (2006) Bionomics of Anopheles stephensi Liston in the malarious area of Hormozgan Province, southern Iran, 2002. Acta Trop. 97(2): 196–203.
19. Hanafi-Bojd AA, Vatandoost H, Oshaghi MA, Haghdoost A, Shahi M, Sedaghat MA, Abedi F, Yeryan M, Pakari A (2012) Entomological and epidemiologi-cal attributes for malaria transmission and implementation of vector control in southern Iran. Acta Trop. 121(2): 85–92.
20. World Health Organization (2005) Guide-lines for laboratory and field testing of mosquito larvicides. Available at: http://apps.who.int/iris/bitstream/10665/69101/1/WHO_CDS_WHOPES_GCDPP_2005.13.pdf
21. Ali A, Demirci B, Kiyan HT, Bernier UR, Tsikolia M, Wedge DE, Khan IA, Başer KH, Tabanca N (2013) Biting deterrence, repellency, and larvicidal activity of Ruta chalepensis (Sapindales: Rutaceae) essen-tial oil and its major individual consti-tuents against mosquitoes. J Med En-tomol. 50(6): 1267–1274.
22. Marya CM, Satija G, Nagpal R, Kapoor R, Ahmad A (2012) In vitro inhibitory effect of clove essential oil and its two active principles on tooth decalcification by apple juice. Int J Dent. 2012: 759–618.
23. Jalali N, Ariiai P, Fattahi E (2016) Effect of alginate/carboxyl methyl cellulose composite coating incorporated with clove essential oil on the quality of silver carp fillet and Escherichia coli O157:H7 inhibition during refrigerated storage. J Food Sci Technol. 53(1): 757–765.
24. Jirovetz L, Buchbauer G, Stoilova I, Sto-yanova A, Krastanov A, Schmidt E (2006) Chemical composition and anti-oxidant properties of clove leaf essential oil. J Agric Food Chem. 54(17): 6303–6307.
25. Tian BL, Liu QZ, Liu ZL, Li P, Wang JW (2015) Insecticidal Potential of Clove Essential Oil and Its Constituents on Cacopsylla chinensis (Hemiptera: Psy-llidae) in Laboratory and Field. J Econ Entomol. 108(3): 957–961.
26. Chaieb K, Hajlaoui H, Zmantar T, Kahla‐Nakbi AB, Rouabhia M, Mah-douani K, Bakhrouf A (2007) The che-mical composition and biological ac-tivity of clove essential oil, Eugenia caryophyllata (Syzigium aromaticum L. Myrtaceae): a short review. Phytother Res. 21(6): 501–506.
27. Osanloo M, Amani A, Sereshti H, Abai MR, Esmaeili F, Sedaghat MM (2017) Preparation and optimization nanoe-mulsion of Tarragon (Artemisia dra-cunculus) essential oil as effective her-bal larvicide against Anopheles stephensi. Ind Crops Prod. 109: 214–219.
28. Osanloo M, Amani A, Sereshti H, Shayeghi M, Sedaghat MM (2017) Extraction and chemical composition essential oil of Kelussia odoratissima and comparison its larvicidal activity with Z-ligustilide (Major Constituent) against Anopheles stephensi. J Entomol Zool Stud. 5(4): 611–616.
29. Osanloo M, Sereshti H, Sedaghat MM, Amani A (2017) Nanoemulsion of Dill essential oil as a green and potent lar-vicide against Anopheles stephensi. En-viron Sci Pollut Res Int. 25(7): 6466–6473.
30. Khanavi M, Vatandoost H, Khosravi Dehaghi N, Sanei Dehkordi A, Sedaghat MM, Hadjiakhoondi A, Hadjiakhoondi F (2013) Larvicidal activities of some Iranian native plants against the main malaria vector, Anopheles stephensi. Acta Med Iran. 51(3): 141–147.
31. Mozaffari E, Abai MR, Khanavi M, Vatan-doost H, Sedaghat MM, Moridnia A, Saber-Navaei M, Sanei-Dehkordi A, Rafi F (2014) Chemical Composition, Larvi-cidal and Repellency Properties of Cio-nura erecta (L.) Griseb. Against Ma-laria Vector, Anopheles stephensi Liston (Diptera: Culicidae). J Arthropod Borne Dis. 8(2): 147–155
32. Sedaghat MM, Dehkordi AS, Khanavi M, Abai MR, Mohtarami F, Vatandoost H (2011) Chemical composition and lar-vicidal activity of essential oil of Cu-pressus arizonica E.L. Greene against malaria vector Anopheles stephensi Liston (Diptera: Culicidae). Pharmacognosy Res. 3(2): 135–139.
33. Sanei-Dehkordi A, Soleimani-Ahmadi M, Akbarzadeh K, Salim Abadi Y, Paksa A, Gorouhi MA, MohamMadi-Azni S (2016) Chemical composition and mos-quito larvicidal properties of essential oil from leaves of an Iranian indigenous plant Zhumeria majdae. J Essent Oil Bear Pl. 19(6): 1454–1461.
34. Sanei-Dehkordi A, Vatandoost H, Abaei MR, Davari B, Sedaghat MM (2016) Chemical composition and larvicidal ac-tivity of Bunium persicum essential oil against two important mosquitoes vectors. J Essent Oil Bear Pl. 19(2): 349–357.
35. Soleimani-Ahmadi M, Sanei-Dehkordi A, Turki H, Madani A, Abadi YS, Paksa A, Gorouhi MA, Rashid G (2017) Phytochemical Properties and Insecticidal Potential of Volatile Oils from Tana-cetum persicum and Achillea kellalensis Against Two Medically Important Mos-quitoes. J Essent Oil Bear Pl. 20(5): 1254–1265.
36. Soleimani-Ahmadi M, Abtahi SM, Madani A, Paksa A, Abadi YS, Gorouhi MA, Sanei-Dehkordi A (2017) Phytochemical profile and mosquito larvicidal activity of the essential oil from aerial parts of Satureja bachtiarica Bunge against ma-laria and lymphatic filariasis vectors. J Essent Oil Bear Pl. 20(2): 328–336.
37. Sanei-Dehkordi A, Sedaghat MM, Vatan-doost H, Abai MR (2016) Chemical compositions of the peel essential oil of Citrus aurantium and its natural lar-vicidal activity against the malaria vec-tor Anopheles stephensi (Diptera: Culi-cidae) in comparison with Citrus paradisi. J Arthropod Borne Dis. 10(4): 577–585.
38. Liu XC, Zhou L, Liu Q, Liu ZL (2015) Laboratory Evaluation of Larvicidal Activity of the Essential oil of Allium tuberosum Roots and its Selected Ma-jor Constituent Compounds Against Ae-des albopictus (Diptera: Culicidae). J Med Entomol. 52(3): 437–441.
39. Samber N, Khan A, Varma A, Manzoor N (2015) Synergistic anti-candidal ac-tivity and mode of action of Mentha piperita essential oil and its major com-ponents. Pharm Biol. 53(10): 1496–504.
40. Wongsariya K, Phanthong P, Bunyapra-phatsara N, Srisukh V, Chomnawang MT (2014) Synergistic interaction and mode of action of Citrus hystrix essen-tial oil against bacteria causing perio-dontal diseases. Pharm Biol. 52(3): 273–280.
41. Alçiçek A, Bozkurt M, Çabuk M (2004) The effect of a mixture of herbal essen-tial oils, an organic acid or a probiotic on broiler performance. S Afr J Anim Sci. 34(4): 217–222.
42. Helander IM, Alakomi H-L, Latva-Kala K, Mattila-Sandholm T, Pol I, Smid EJ, Gorris L, Wright A (1998) Charac-terization of the action of selected essential oil components on Gram-ne-gative bacteria. J Agric Food Chem. 46 (9): 3590–3595.
43. Perumalsamy H, Jang MJ, Kim JR, Kadarkarai M, Ahn YJ (2015) Larvicidal activity and possible mode of action of four flavonoids and two fatty acids identified in Millettia pinnata seed to-ward three mosquito species. Parasit Vectors. 8(1): 237.
44. Isman MB (2006) Botanical insecticides, deterrents, and repellents in modern agriculture and an increasingly regulated world. Annu Rev Entomol. 51: 45–66.
45. Lucia A, Zerba E, Masuh H (2013) Knockdown and larvicidal activity of six monoterpenes against Aedes aegypti (Diptera: Culicidae) and their structure-activity relationships. Parasitol Res. 112 (12): 4267–4272.
46. Rajashekar Y, Shivanandappa T (2017) Mode of Action of the Natural Insec-ticide, Decaleside Involves Sodium Pump Inhibition. PloS One. 12(1): e0170836.
47. Araujo AF, Ribeiro-Paes JT, Deus JT, Cavalcanti SC, Nunes Rde S, Alves PB, Macoris ML (2016) Larvicidal activity of Syzygium aromaticum (L.) Merr and Citrus sinensis (L.) Osbeck essential oils and their antagonistic effects with temephos in resistant populations of Aedes aegypti. Mem Inst Oswaldo Cruz. 111(7): 443–449. 48. Intirach J, Junkum A, Tuetun B, Choochote W, Chaithong U, Jitpakdi A, Riyong D, Champakaew D, Pitasawat B (2012) Chemical constituents and combined larvicidal effects of selected essential oils against Anopheles cracens (Diptera: Culicidae). Psyche J Entomol. 2012: ID 591616.
49. Okumu FO, Knols BG, Fillinger U (2007) Larvicidal effects of a neem (Azadirachta indica) oil formulation on the malaria vector Anopheles gambiae. Malar J. 6 (1): 63.
Published
2018-10-12
How to Cite
1.
Osanloo M, Sedaghat MM, Esmaeili F, Amani A. Larvicidal Activity of Essential Oil of Syzygium aromaticum (Clove) in Com-parison with Its Major Constituent, Eugenol, against Anopheles stephensi. J Arthropod Borne Dis. 12(4):361-369.
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Original Article