Identification of insecticidal constituents of the essential oil of Acorus calamus rhizomes against Liposcelis bostrychophila badonnel

Molecules

Volumn 18, Issue 5, 2013, Pages 5684-5696

  Liu, Xin Chao ^a   Zhou, Li Gang ^a   Liu, Zhi Long ^a   Du, Shu Shan ^b  

^a CHINA AGRICULTURAL UNIVERSITY   (China)

^b BEIJING NORMAL UNIVERSITY   (China)

Author keywords

Acorus calamus; Contact toxicity; Essential oil composition; Fumigant; Liposcelis bostrychophila

Indexed keywords

ESSENTIAL OIL; INSECTICIDE;

ACORUS; ANIMAL; ARTICLE; CHEMISTRY; INSECT; ISOLATION AND PURIFICATION; RHIZOME;

ACORUS; ANIMALS; INSECTICIDES; INSECTS; OILS, VOLATILE; RHIZOME;

EID: 84878336791     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules18055684     Document Type: Article

References (62)

1. Nayak, M.K.; Daglish, G.J.; Byrne, V.S. Effectiveness of spinosad as a grain protectant against resistant beetle and psocid pests of stored grain in Australia. J. Stored Prod. Res. 2005, 41, 455-467. (Pubitemid 40383816)
2. Turner, B.D. Psocids as a nuisance problem in the UK. Pestic. Outlook 1998, 9, 27-30.
3. Pascual-Villalobos, M.J.; Baz, A.; Del Estal, P. Occurrence of psocids and natural predators on organic rice in Calasparra (Murcia, Spain). J. Stored Prod. Res. 2005, 41, 231-235. (Pubitemid 39588378)
4. Zettler, J.L.; Arthur, F.H. Chemical control of stored product insects with fumigants and residual treatments. Crop Prot. 2000, 19, 577-582.
5. Phillips, T.W.; Throne, J.E. Biorational approaches to managing stored-product pests. Ann. Rev. Entomol. 2010, 55, 375-397.
6. Isman, M.B. Botanical insecticides, deterrents, and repellents in modern agriculture and an increasingly regulated world. Ann. Rev. Entomol. 2006, 51, 45-66. (Pubitemid 43107814)
7. Isman, M.B. Plant essential oils for pest and disease management. Crop Prot. 2000, 19, 603-608.
8. Rajendran, S.; Srianjini, V. Plant products as fumigants for stored-product insects control. J. Stored Prod. Res. 2008, 44, 126-135. (Pubitemid 351282292)
9. Chu, S.S.; Liu, Q.R.; Liu, Z.L. Insecticidal activity and chemical composition of the essential oil of Artemisia vestita from China. Biochem. Syst. Ecol. 2010, 38, 489-492.
10. Li, W.Q.; Jiang, C.H.; Chu, S.S.; Zuo, M.X.; Liu, Z.L. Chemical composition and toxicity against Sitophilus zeamais and Tribolium castaneum of the essential oil of Murraya exotica aerial parts. Molecules 2010, 15, 5831-5839.
11. Fang, R.; Jiang, C.H.; Wang, X.Y.; Zhang, H.M.; Liu, Z.L.; Zhou, L.; Du, S.S.; Deng, Z.W. Insecticidal activity of essential oil of Carum carvi fruits from China and its main components against two grain storage insects. Molecules 2010, 15, 9391-9402.
12. Chu, S.S.; Hu, J.F.; Liu, Z.L. Composition of essential oil of Chinese Chenopodium ambrosioides and insecticidal activities to maize weevil, Sitophilus zeamais. Pest Manag. Sci. 2011, 67, 714-718.
13. Zhang, J.S.; Zhao, N.N.; Liu, Q.Z.; Liu, Z.L.; Du, S.S.; Zhou, L.; Deng, Z.W. Repellent constituents of essential oil of Cymbopogon distans aerial parts against two stored-product insects. J. Agric. Food Chem. 2011, 59, 9910-9915.
14. Chu, S.S.; Jiang, G.H.; Liu, Z.L. Insecticidal compounds from the essential oil of Chinese medicinal herb, Atractylodes chinensis. Pest Manag. Sci. 2011, 67, 1253-1257.
15. Yang, K.; Zhou, Y.X.; Wang, C.F.; Du, S.S.; Deng, Z.W.; Liu, Q.Z.; Liu, Z.L. Toxicity of Rhododendron anthopogonoides essential oil and its constituent compounds towards Sitophilus zeamais. Molecules 2011, 16, 7320-7330.
16. Zhao, N.N.; Zhou, L.; Liu, Z.L.; Du, S.S.; Deng, Z.W. Evaluation of toxicities of some common spices essential oils from China against Liposcelis bostrychophila. Food Control 2012, 26, 486-490.
17. Liu, Z.L.; Zhao, N.N.; Liu, C.M.; Zhou, L.; Du, S.S. Identification of insecticidal constituents of the essential oil of Curcuma wenyujin rhizomes against Liposcelis bostrychophila Badonnel. Molecules 2012, 17, 12049-12060.
18. Liang, Y.; Li, J.L.; Xu, S.; Zhao, N.N.; Zhou, L.; Cheng, J.; Liu, Z.L. Evaluation of repellency of some Chinese medicinal herbs essential oils against Liposcelis bostrychophila (Psocoptera: Liposcelidae) and Tribolium castaneum (Coleoptera: Tenebrionidae). J. Econ. Entomol. 2013, 106, 513-519.
19. Wang, J.H.; Zhao, J.L.; Liu, H.; Zhou, L.; Liu, Z.L.; Han, J.G.; Zhu, Y.; Yang, F.Y. Chemical analysis and biological activity of the essential oils of two Valerianaceous species from China: Nardostachys chinensis and Valeriana officinalis. Molecules 2010, 15, 6411-6422.
20. Liu, Z.L.; He, Q.; Chu, S.S.; Wang, C.F.; Du, S.S.; Deng, Z.W. Essential oil composition and larvicidal activity of Saussurea lappa roots against the mosquito Aedes albopictus (Diptera: Culicidae). Parasitol. Res. 2012, 110, 2125-2130.
21. Liu, Z.L.; Liu, Q.Z.; Du, S.S.; Deng, Z.W. Mosquito larvicidal activity of alkaloids and limonoids derived from Evodia rutaecarpa unripe fruits against Aedes albopictus (Diptera: Culicidae). Parasitol. Res. 2012, 111, 991-996.
22. Liu, X.C.; Dong, H.W.; Zhou, L.; Du, S.S.; Liu, Z.L. Essential oil composition and larvicidal activity of Toddalia asiatica roots against the mosquito Aedes albopictus (Diptera: Culicidae). Parasitol. Res. 2013, 112, 1197-1203.
23. Araujo, M.J.; Camara, C.A.; Born, F.S.; Moraes, M.M.; Badji, C.A. Acaricidal activity and repellency of essential oil from Piper aduncum and its components against Tetranychus urticae. Exp. Appl. Acarol. 2012, 57, 139-155.
24. Li, H.Q.; Bai, C.Q.; Chu, S.S.; Zhou, L.; Du, S.S.; Liu, Z.L.; Liu, Q.Z. Chemical composition and toxicities of the essential oil derived from Kadsura heteroclita stems against Sitophilus zeamais and Meloidogyne incognita. J. Med. Plants Res. 2011, 5, 4943-4948.
25. Bai, C.Q.; Liu, Z.L.; Liu, Q.Z. Nematicidal constituents from the essential oil of Chenopodium ambrosioides aerial parts. Eur.-J. Chem. 2011, 8, 143-148.
26. Liu, Q.Z.; Li, H.Q.; Liu, Z.L. Nematicidal constituents from the ethanol extract of Evodia rutaecarpa Hort unripe fruits. J. Chem. 2013, 2013, doi:10.1155/2013/939215.
27. Flora of China. Available online: http://www.efloras.org/florataxon.aspx? flora-id=2&taxon-id=200027130 (accessed on 4 May 2013).
28. Dong, W.W.; Yang, D.J.; Lu, R.H. Chemical constituents from the rhizome of Acorus calamus L. Planta Med. 2010, 76, 454-457.
29. Keller, K.; Stahl, E. Composition of the essential oil from β-asarone free calamus. Planta Med. 1983. 47, 71-74. (Pubitemid 13157229)
30. Huang, Y.Z; He, Z.Y.; Cao, Y.H.; Wu, J.L. Analysis of the components of the rhizome volatile oils from Chinese Acorus plants and rational use of the resources. Chin. J. Chromatogr. 1993, 110. 267-270.
31. Ozcan, M.; Akgul, A.; Chalchat, J.C. Volatile constituents of the essential oil of Acorus calamus L. grown in Konya province (Turkey). J. Essent. Oil Res. 2002, 14, 366-368. (Pubitemid 34946005)
32. Venskutonis, P.R.; Dagilyte, A. Composition of essential oil of sweet flag (Acorus calamus L.) leaves at different growing phases. J. Essent. Oil Res. 2003, 15, 313-318.
33. 2 extract of Commiphora myrrha (Nees) Engl. and of Acorus calamus L. J. Agric. Food Chem. 2005, 53, 7939-7943. (Pubitemid 41499641)
34. Garneau, F.X.; Collin, G.; Gagnon, H.; Belanger, A.; Lavoie, S.; Savard, N.; Pichette, A. Aromas from Quebec. I. Composition of the essential oil of the rhizomes of Acorus calamus L. J. Essent. Oil Res. 2008, 20, 250-254. (Pubitemid 351691768)
35. Gong, X.L.; Dian, L.H.; Zhang, L. J. Study on chemical constituents of volatile oil in rhizome and root of Acorus calamus L. (Chinese). Chin. Pharm. 2007, 18, 176-178.
36. Zhang, L.S.; Dong, G.D.; Liu G.M. Study on chemical constituents of essential oil from Acorus calamus from two different habitats (Chinese). Chin. Pharm. 2010, 21, 2153-2155.
37. Lin, C.L.; Lin, G.Y.; Cai, J.Z. Study on the chemical constituents of the volatile oils from the Acorus calamus growing in Zhejiang Province. Chin. Pharm. 2012, 23, 640-641.
38. Ramos-Ocampo, V.E.; Hsia, M.T.S. Toxicity and chemosterilant activity of calamus oil and asarone analogs to the kelp fly, Coelopa frigida (F.). Philipp. Entomol. 1986, 6, 485-494.
39. Tare, V. Bioactivity of some medicinal plants against chosen insect pests/vectors. J. Med. Aromatic Plant Sci. 2001, 22, 120-124.
40. Schmidt, G.H.; Streloke, M. Effect of Acorus calamus (L.) (Araceae) oil and its main compound β-asarone on Prostephanus truncatus (Horn) (Coleoptera: Bostrichidae). J. Stored Prod. Res. 1994. 30, 227-235. (Pubitemid 2106336)
41. Sharma, P.R.; Sharma, O.P.; Saxena, B.P. Effect of sweet flag rhizome oil (Acorus calamus) on hemogram and ultrastructure of hemocytes of the tobacco armyworm, Spodoptera litura (Lepidoptera: Noctuidae). Micron 2008, 39, 544-551. (Pubitemid 351794534)
42. Rahman, M.M.; Schmidt, G.H. Effect of Acorus calamus (L.) (Araceae) essential oil vapours from various origins on Callosobruchus phaseoli (Gyllenhal) (Coleoptera: Bruchidae). J. Stored Prod. Res. 1999, 35, 285-295. (Pubitemid 29276032)
43. Yao, Y.J.; Cai, W.L.; Yang, C.J.; Xue, D.; Huang, Y.Z. Isolation and characterization of insecticidal activity of (Z)-asarone from Acorus calamus L. Insect Sci. 2008, 15, 229-236.
44. Hu, Y.J.; Yang, W.Q.; Cai, W.L.;Yang, C.J.; Hua, H.X. Comparison of biological activity of Acorus calamus with different extract methods against Blattella germanica. Chin. Agric. Sci. Bull. 2009. 25, 213-217.
45. Fujita, S.I.; Enornata, Y.; Suernitsu, R.; Fujita, Y. Miscellaneous contributions to the essential oils of the plants from various territories XXVII. On the components of the essential oils of Acorus calamus Linn. var. Angustatus Bess. Yakagaka Zasshi 1971, 91, 571-574.
46. Li, M.X.; Jiang, Z.R. The volatile constituents of the essential oil and their distribution in Acorus calamus L. Chin. Trad. Herb. Drug. 1993, 24, 459-461.
47. Rost, L.C.M.; Bos, R. Biosystematic investigations with Acorus L. Planta Med. 1979, 36, 350-361.
48. Huang, Y.; Ho, S.H.; Lee, H.C.; Yap, Y.L. Insecticidal properties of eugenol, isoeugenol and methyleugenol and their effects on nutrition of Sitophilus zeamais Motsch. (Coleoptera: Curculionidae) and Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae). J. Stored Prod. Res. 2002. 38, 403-412.
49. Perumalsamy, H.; Chang, K.S.; Park, C.; Ahn, Y. J. Larvicidal activity of Asarum heterotropoides root constituents against insecticide-susceptible and -resistant Culex pipiens pallens and Aedes aegypti and Ochlerotatus togoi. J. Agric. Food Chem. 2010, 58, 10001-10006.
50. Ngoh, S.P.; Choo, L.E.W.; Pang, F.Y.; Huang, Y.; Kini, M.R.; Ho, S.H. Insecticidal and repellent properties of nine volatile constituents of essential oils against the American cockroach, Periplaneta americana (L.). Pesticide Sci. 1998, 54, 261-268. (Pubitemid 28504258)
51. Kim, E.H.; Kim, H.K.; Choi, D.H.; Ahn, Y. J. Acaricidal activity of clove bud oil compounds against Tyrophagus putrescentiae (Acari: Acaridae). Appl. Entomol. Zool. 2003, 38, 261-266.
52. Kim, E.H.; Kim, H.K.; Ahn, Y. J. Acaricidal activity of clove bud oil compounds against Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae) J. Agric. Food Chem. 2003, 51, 885-889.
53. Sung, B.K.; Lee, H.S. Chemical composition and acaricidal activities of constituents derived from Eugenia caryophyllata leaf oils. Food Sci. Biotechnol. 2005, 14, 73-76.
54. Park, C.; Kim, S.I.; Ahn, Y. J. Insecticidal activity of asarones identified in Acorus gramineus rhizome against three coleopteran stored-product insects. J. Stored Prod. Res. 2003, 39, 333-342. (Pubitemid 36189317)
55. Lee, H.K.; Park, C.; Ahn, Y. J. Insecticidal activities of asarones identified in Acorus gramineus rhizome against Nilaparvata lugens (Homoptera: Delphacidae) and Plutella xylostella (Lepidoptera: Yponomeutoidae). Appl. Entomol. Zool. 2002, 37, 459-464. (Pubitemid 36562263)
56. Saxena, B.P.; Koul, O.; Tikku, K.; Atal, A new insect chemosterilant isolated from Acorus calamus L. Nature 1977, 270, 512-513.
57. Koul, O.; Smirle, M.J.; Isman M.B.; Asarones from Acorus calamus L. oil. Their effect on feeding behavior and dietary utilization in Peridroma saucia. J. Chem. Ecol. 1990, 16, 1911-1920.
58. Perrett, S.; Whitfield, P. J. Anthelmintic and pesticidal activity of Acorus gramineus (Araceae) is associated with phenylpropanoid asarones. Phytother. Res. 1995, 9, 405-409.
59. Adams, R.P. Identification of Essential Oil Components by Gas Chromatography/Quadrupole Mass Spectroscopy; Allured: Carol Stream, IL, USA, 2007.
60. Miyazawa, M.; Hisama, M. Suppression of chemical mutagen-induced SOS response by alkylphenols from clove (Syzygium aromaticum) in the Salmonella typhimurium TA1535/pSK1002 umu test. J. Agric. Food Chem. 2001, 49, 4019-4025. (Pubitemid 32822731)
61. Zuo, H.L.; Yang, F.Q.; Zhang, X.M.; Xia, Z.N. Separation of cis- and trans-asarone from Acorus tatarinowii by preparative gas chromatography. J. Anal. Methods Chem. 2012, 2012, doi:10.1155/2012/402081.
62. Sakuma, M. Probit analysis of preference data. Appl. Entomol. Zool. 1998, 33, 339-347. (Pubitemid 128541336)