Skip to main content
Log in

Chemical composition and insecticidal activities of the essential oil of Perilla frutescens (L.) Britt. aerial parts against two stored product insects

  • Original Paper
  • Published:
European Food Research and Technology Aims and scope Submit manuscript

Abstract

The chemical composition of the essential oil of Perilla frutescens (L.) Britt. aerial parts and its insecticidal activity against Tribolium castaneum and Lasioderma serricorne were investigated. The essential oil of P. frutescens was obtained by hydrodistillation and a total of 34 components in the essential oil were identified with GC–MS. It was found that the main compounds included 2-furyl methyl ketone (71.83 %), decahydro-1-methyl-2-methylene-naphthalene (10.47 %), limonene (5.16 %) and caryophyllene (1.66 %). With a further isolation, the two active constituents were obtained from the essential oil and identified as 2-furyl methyl ketone, limonene. In the progress of assay, it showed that the essential oil and 2-furyl methyl ketone exhibited stronger contact and fumigant activities against the two stored product insects than limonene. Moreover, the essential oil and its constituents exhibited the comparable repellency against the two stored product insects, relative to the positive control, DEET. The results indicate that the essential oil of P. frutescens aerial parts and its isolated compounds have potential for development into natural insecticides or fumigants as well as repellents for control of insects in stored grains.

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
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. Abdelghany AY, Awadalla SS, Abdel-Baky NF, El-Syrafi HA, Fields PG (2010) Stored-product insects in botanical warehouses. J Stored Prod Res 46:93–97

    Google Scholar 

  2. Magan N, Hope R, Cairns V, Aldred D (2003) Post-harvest fungal ecology: impact of fungal growth and mycotoxin accumulation in stored grain. Eur J Plant Pathol 109:723–730

    CAS  Google Scholar 

  3. Papadopoulou SC, Athanassiou CG (2004) Lariophagus distinguendus (F.) (Hyme., Chalcidoidea, Pteromalidae), an ectoparasitoid of Lasioderma serricorne (F.) (Col., Anobiidae), found for the first time in tobacco stores in Greece. J Pest Sci 77:183–184

    Google Scholar 

  4. Zettler JL, Arthur FH (2000) Chemical control of stored product insects with fumigants and residual treatments. Crop Prot 19:577–582

    CAS  Google Scholar 

  5. Phillips TW, Throne JE (2010) Biorational approaches to managing stored-product pests. Ann Rev Entomol 55:375–397

    CAS  Google Scholar 

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

    CAS  Google Scholar 

  7. Rajendran S, Srianjini V (2008) Plant products as fumigants for stored-product insects control. J Stored Prod Res 44:126–135

    CAS  Google Scholar 

  8. 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 Agr Food Chem 59:9910–9915

    CAS  Google Scholar 

  9. Lü JH, Su XH, Zhong JJ (2012) Fumigant activity of Elsholtzia stauntonii extract against Lasioderma serricorne. S Afr J Sci 108:1–3

    Google Scholar 

  10. Ahmadi M, Abd-alla AM, Moharramipour S (2013) Combination of gamma radiation and essential oils from medicinal plants in managing Tribolium castaneum contamination of stored products. Appl Radiat Isotopes 78:16–20

    CAS  Google Scholar 

  11. Chu SS, Liu SL, Liu QZ, Jiang GH, Liu ZL (2013) Chemical composition and insecticidal activities of the essential oil of the flowering aerial parts of Aster ageratoides. J Serb Chem Soc 78:209–216

    CAS  Google Scholar 

  12. Liang Y, Li JL, Xu S, Zhao NN, Zhou L, Cheng J, Liu ZL (2013) Evaluation of repellency of some Chinese medicinal herbs essential oils against Liposcelis bostrychophila (Psocoptera: Liposcelidae) and Tribolium castaneum (Coleoptera: Tenebrionidae). J Econ Entomol 106:513–519

    CAS  Google Scholar 

  13. Liu ZL, Zhao NN, Liu CM, Zhou L, Du SS (2012) Identification of insecticidal constituents of the essential oil of Curcuma wenyujin rhizomes against Liposcelis bostrychophila Badonnel. Molecules 17:12049–12060

    CAS  Google Scholar 

  14. Zhao NN, Zhou L, Liu ZL, Du SS, Deng ZW (2012) Evaluation of the toxicity of the essential oils of some common Chinese spices against Liposcelis bostrychophila. Food Control 26:486–490

    CAS  Google Scholar 

  15. Fang R, Jiang CH, Wang XY, Zhang HM, Liu ZL, Zhou L, Du SS, Deng ZW (2010) Insecticidal activity of essential oil of Carum Carvi fruits from China and its main components against two grain storage insects. Molecules 15:9391–9402

    CAS  Google Scholar 

  16. Liu ZL, Du SS (2011) Fumigant components from the essential oil of Evodia Rutaecarpa hort unripe fruits. E-J Chem 8:1937–1943

    CAS  Google Scholar 

  17. Liu ZL, Liu SL, Yang K, Chu SS, Liu QZ, Du SS (2012) Chemical composition and toxicity of essential oil of Boenninghausenia sessilicarpa (Rutaceae) against two grain storage insects. J Med Plants Res 6:2920–2924

    CAS  Google Scholar 

  18. Wang JH, Zhao JL, Liu H, Zhou L, Liu ZL, Han JG, Zhu Y, Yang FY (2010) Chemical analysis and biological activity of the essential oils of two Valerianaceous species from China: Nardostachys chinensis and Valeriana officinalis. Molecules 15:6411–6422

    CAS  Google Scholar 

  19. Sakhanokho HF, Sampson BJ, Tabanca N, Wedge DE, Demirci B, Baser KH, Bernier UR, Tsikolia M, Agramonte NM, Becnel JJ, Chen J, Rajasekaran K, Spiers JM (2013) Chemical composition, antifungal and insecticidal activities of Hedychium essential oils. Molecules 18:4308–4327

    CAS  Google Scholar 

  20. Li HQ, Bai CQ, Chu SS, Zhou L, Du SS, Liu ZL, Liu QZ (2011) Chemical composition and toxicities of the essential oil derived from Kadsura heteroclita stems against Sitophilus zeamais and Meloidogyne incognita. J Med Plants Res 5:4943–4948

    CAS  Google Scholar 

  21. Li HQ, Liu QZ, Liu ZL, Du SS, Deng ZW (2013) Chemical composition and nematicidal activity of essential oil of Agastache rugosa against Meloidogyne incognita. Molecules 18:4170–4180

    CAS  Google Scholar 

  22. Bai CQ, Liu ZL, Liu QZ (2011) Nematicidal constituents from the essential oil of Chenopodium ambrosioides aerial parts. E-J Chem 8:143–148

    Google Scholar 

  23. 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 111:991–996

    Google Scholar 

  24. Liu XC, Dong HW, Zhou L, Du SS, Liu ZL (2013) Essential oil composition and larvicidal activity of Toddalia asiatica roots against the mosquito Aedes albopictus (Diptera: Culicidae). Parasitol Res 112:1197–1203

    Google Scholar 

  25. Chen XB, Liu XC, Zhou L, Liu ZL (2013) Essential oil composition and larvicidal activity of Clinopodium gracile (Benth) Matsum (Labiatae) aerial parts against the Aedes albopictus mosquito. Trop J Pharm Res 12:799–804

    CAS  Google Scholar 

  26. Araujo MJ, Camara CA, Born FS, Moraes MM, Badji CA (2012) Acaricidal activity and repellency of essential oil from Piper aduncum and its components against Tetranychus urticae. Exp Appl Acarol 57:139–155

    CAS  Google Scholar 

  27. Isman MB (2000) Plant essential oils for pest and disease management. Crop Prot 19:603–608

    CAS  Google Scholar 

  28. Huang BK, Lei YL, Tang YH, Zhang JC, Qin LP, Liu J (2011) Comparison of HS-SPME with hydrodistillation and SFE for the analysis of the volatile compounds of Zisu and Baisu, two varietal species of Perilla frutescens of Chinese origin. Food Chem 125:268–275

    CAS  Google Scholar 

  29. Jiangsu New Medical College (1977) Dictionary of Chinese Herbal Medicine. Shanghai Science & Technology Press, Shanghai

    Google Scholar 

  30. Pharmacopoeia Committee of Ministry of Health of People’s Republic of China (2010) Pharmacopoeia of People’s Republic of China, vol 1. China Medical Science and Technology Press, Beijing

    Google Scholar 

  31. Banno N, Akihisa T, Tokuda H, Yasukawa K, Higashihara H, Ukiya M, Watanabe K, Kimura Y, Hasegawa J, Nishino H (2004) Triterpene acids from the leaves of Perilla frutescens and their anti-inflammatory and antitumor-promoting effects. Biosci Biotech Bioch 68:85–90

    CAS  Google Scholar 

  32. Zeng HY, Zhou PH (2003) Study on the volatile oils from the leaves of Perilla frutescens (L.) Britt. J Chin Inst Food Sci Technol 3:72–76

    Google Scholar 

  33. Chu SS, Liu SL, Liu QZ, Liu ZL, Du SS (2011) Composition and toxicity of Chinese Dracocephalum moldavica (Labiatae) essential oil against two grain storage insects. J Med Plants Res 5:5262–5267

    CAS  Google Scholar 

  34. Li WQ, Jiang CH, Chu SS, Zuo MX, Liu ZL (2010) Chemical composition and toxicity against Sitophilus zeamais and Tribolium castaneum of the essential oil of Murraya exotica aerial parts. Molecules 15:5831–5839

    CAS  Google Scholar 

  35. Jiang CH, Liu QZ, Du SS, Deng ZW, Liu ZL (2012) Essential oil composition and insecticidal activity of Evodia lepta (Spreng) Merr. root barks from China against two grain storage insects. J Med Plants Res 6:3464–3469

    CAS  Google Scholar 

  36. Chu SS, Cao J, Liu QZ, Du SS, Deng ZW, Liu ZL (2012) Chemical composition and insecticidal activity of Heracleum moellendorffii Hance essential oil. Chemija 23:108–112

    CAS  Google Scholar 

  37. Liu ZL, Yang K, Huang F, Liu QZ, Zhou L, Du SS (2012) Chemical composition and toxicity of the essential oil of Cayratia japonica against two grain storage insects. J Essent Oil Res 24:237–240

    CAS  Google Scholar 

  38. Liu ZL, Ho SH (1999) Bioactivity of the essential oil extracted from Evodia rutaecarpa Hook f. et Thomas against the grain storage insects, Sitophilus zeamais Motsch and Tribolium castaneum (Herbst). J Stored Prod Res 35:317–328

    Google Scholar 

  39. Chu SS, Wang CF, Du SS, Liu SL, Liu ZL (2011) Toxicity of the essential oil of Illicium difengpi stem bark and its constituent compounds towards two grain storage insects. J Insect Sci 11:1–10

    Google Scholar 

  40. Liu P, Liu XC, Dong HW, Liu ZL, Du SS, Deng ZW (2012) Chemical composition and insecticidal activity of the essential oil of Illicium pachyphyllum fruits against two grain storage insects. Molecules 17:14870–14881

    CAS  Google Scholar 

  41. Ebadollahi A, Safaralizadeh MH, Pourmirza AA, Gheibi SA (2010) Toxicity of essential oil of Agastache foeniculum (Pursh) Kuntze to Oryzaephilus surinamensis L. and Lasioderma serricorne F. J Plant Prot Res 50:215–219

    CAS  Google Scholar 

  42. Nerio LS, Olivero-Verbel J, Stashenko E (2010) Repellent activity of the essential oils: a review. Bioresour Technol 101:372–378

    CAS  Google Scholar 

  43. Caballero-Gallardo K, Olivero-Verbel J, Stashenko EE (2011) Repellent activity of essential oils and some of their individual constituents against Tribolium castaneum Herbst. J Agr Food Chem 59:1690–1696

    CAS  Google Scholar 

  44. Adams RP (2001) Identification of essential oil components by gas chromatography/quadrupole mass spectroscopy. Allured Pub, Corporation

    Google Scholar 

  45. Pouchert C, Behnke J (1993) Aldrich Library of 13C and 1H FT NMR Spectra. Aldrich Chemical Company, Milwaukee, WI, USA, Volume 1, 70C, 71A, 71B

  46. Singh V, Singh V (2010) IBX, an excellent reagent for oxidation of 2-furyl carbinols: a new and general method for preparation of furyl ketones. Synth Commun 40:1280–1291

    CAS  Google Scholar 

  47. Sakuma M (1998) Probit analysis of preference data. Appl Entomol Zool 33:339–347

    Google Scholar 

Download references

Acknowledgments

This project was funded by the National Natural Science Foundation of China (No. 81374069).

Conflict of interest

The authors declare no conflict of interest.

Compliance with Ethics Requirements

This article does not contain any studies with human or animal subjects.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Shu Shan Du.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOC 241 kb)

Supplementary material 2 (DOCX 950 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

You, C.X., Yang, K., Wu, Y. et al. Chemical composition and insecticidal activities of the essential oil of Perilla frutescens (L.) Britt. aerial parts against two stored product insects. Eur Food Res Technol 239, 481–490 (2014). https://doi.org/10.1007/s00217-014-2242-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00217-014-2242-8

Keywords

Navigation