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Insecticidal and repellent efficacy against stored-product insects of oxygenated monoterpenes and 2-dodecanone of the essential oil from Zanthoxylum planispinum var. dintanensis

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Abstract

Essential oils (EOs) extracted from leaves (EL) and fruit pericarp (EFP) of Zanthoxylum planispinum var. dintanensis were analyzed for their chemical composition by GC-MS technique and evaluated for their fumigant, contact toxicity and repellency against three stored-product insects, namely Tribolium castaneum, Lasioderma serricorne, and Liposcelis bostrychophila adults. Results of GC-MS analysis manifested that EL and EFP of Z. planispinum var. dintanensis were mainly composed of oxygenated monoterpenes. Major components included linalool, sylvestrene and terpinen-4-ol. The obvious variation observed between two oil samples was that EL contained 2-dodecanone (11.52%) in addition to the above mentioned components, while this constituent was not detected in EFP. Bioassays of insecticidal and repellent activities were performed for EL, EFP as well as some of their individual compounds (linalool, terpinen-4-ol and 2-dodecanone). Testing results indicated that EL, EFP, linalool, terpinen-4-ol and 2-dodecanone exhibited potent insecticidal and repellent activities against the three target insects selected. Among the three individual compounds, 2-dodecanone was significantly toxic to T. castaneum (LD50 = 5.21 μg/adult), L. serricorne (LD50 = 2.54 μg/adult) and L. bostrychophila (LD50 = 23.41 μg/cm2) in contact assays and had beneficial repellent effects on L. serricorne at 2 and 4 h post-exposure. The anti-insect efficacy of Z. planispinum var. dintanensis EO suggests it has potential to be used as botanical insecticide or repellent to control pest damage in warehouses and grain stores.

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References

  • Abdelgaleil SAM, Mohamed MIE, Badawy MEI, El-arami SAA (2009) Fumigant and contact toxicities of monoterpenes to Sitophilus oryzae (L.) and Tribolium castaneum (Herbst) and their inhibitory effects on acetylcholinesterase activity. J Chem Ecol 35(5):518–525

    CAS  Google Scholar 

  • Abdelghany AY, Awadalla SS, Abdel-Baky NF, El-Syrafi HA, Fields PG (2010) Stored-product insects in botanical warehouses. J Stored Prod Res 46(2):93–97

    Google Scholar 

  • Adams RP (2001) Identification of essential oil components by gas chromatography/ quadrupole mass spectroscopy. Allured, Carol Stream

    Google Scholar 

  • Appelhans MS, Reichelt N, Groppo M, Paetzold C, Wen J (2018) Phylogeny and biogeography of the pantropical genus Zanthoxylum and its closest relatives in the proto-rutaceae group (rutaceae). Mol Phylogenet Evol 126:31–44

    CAS  Google Scholar 

  • Balasubramani S, Rajendhiran T, Moola AK, Diana RKB (2017) Development of nanoemulsion from Vitex negundo L. essential oil and their efficacy of antioxidant, antimicrobial and larvicidal activities (Aedes aegypti L.). Environ Sci Pollut Res 24(17):15125–15133

    CAS  Google Scholar 

  • Barres B, Micoud A, Corio-Costet MF, Debieu D, Fillinger S, Walker AS, Délye C, Grosman J, Siegwart M (2016) Trends and challenges in pesticide resistance detection. Trends Plant Sci 21(10):834–853

    CAS  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 10(4):325–347

    CAS  Google Scholar 

  • Boyer S, Zhang H, Lempérière G (2012) A review of control methods and resistance mechanisms in stored-product insects. Bull Entomol Res 102(2):213–229

    CAS  Google Scholar 

  • 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 160:342–348

    CAS  Google Scholar 

  • Chen JM (2009) Ben Cao Meng Qvan. Ancient Books of TCM Press, Beijing ISBN 9787801745910

    Google Scholar 

  • Chen X, He RK (2009) Analysis and comparison on volatile oil of Zanthoxylum planispinum var.dintanensis and Zanthoxylum bungeanum Dahongpao in Maoxian County of Sichuan Province by GC-MS. J Anhui Agric Sci 37(5):1879–1880,1885 (in Chinese)

    CAS  Google Scholar 

  • Chen X, Xie BX, Jiang Y, Long CC, Huang LH (2008) Study on chemical compositions of essential oils from different parts of Zanthoxylum Aplanispinum var Dintanensis YLTu. Acta Hortic 769:489–492 (in Chinese)

    CAS  Google Scholar 

  • Davoudi A, Shayesteh N, Shirdel D, Hosseinzadeh A (2011) Effect of diethyl maleate on toxicity of linalool against two stored product insects in laboratory condition. Afr J Biotechnol 10(48):9918–9921

    CAS  Google Scholar 

  • Dos Santos CP, Pinto JAO, Dos Santos CA, Cruz EMO, De Fátima Arrigoni-Blank M, Andrade TM, De Alexandria Santos D, Alves PB, Blank AF (2016) Harvest time and geographical origin affect the essential oil of Lippia gracilis Schauer. Ind Crop Prod 79:205–210

    CAS  Google Scholar 

  • Eljazi JS, Bachrouch O, Salem N, Msaada K, Aouini J, Hammami M, Boushih E, Abderraba M, Limam F, Jemaa JMB (2017) Chemical composition and insecticidal activity of essential oil from coriander fruit against Tribolium castaenum, Sitophilus oryzae, and Lasioderma serricorne. Int J Food Prop 20:S2833–S2845

    Google Scholar 

  • Epifano F, Curini M, Marcotullio MC, Genovese S (2011) Searching for novel cancer chemopreventive plants and their products: the genus Zanthoxylum. Curr Drug Targets 12(13):1895–1902

    CAS  Google Scholar 

  • Fogang HPD, Womeni HM, Piombo G, Barouh N, Tapondjou LA (2012) Bioefficacy of essential and vegetable oils of Zanthoxylum xanthoxyloides seeds against Acanthoscelides obtectus (Say) (Coleoptera: Bruchidae). J Food Prot 75(3):547–555

    CAS  Google Scholar 

  • Ge X, Weston PA (1995) Ovipositional and feeding deterrent from Chinese prickly ash against Angoumois grain moth (Lepidoptera: Gelechiidae). J Econ Entomol 88(6):1771–1775

    CAS  Google Scholar 

  • Green PW (2014) Volatile compounds from Liposcelis bostrychophila (Psocoptera: Liposcelididae) and their environment and their effects on settling behaviour. Biochem Syst Ecol 57:81–89

    CAS  Google Scholar 

  • Hashem 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 25:18802–18812

    CAS  Google Scholar 

  • Hubert J, Stejskal V, Athanassiou CG, Throne JE (2018) Health hazards associated with arthropod infestation of stored products. Annu Rev Entomol 63(1):553–573

    CAS  Google Scholar 

  • Isman MB, Grieneisen ML (2014) Botanical insecticide research: many publications, limited useful data. Trends Plant Sci 19(3):140–145

    CAS  Google Scholar 

  • 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(1):34. https://doi.org/10.3390/molecules23010034

    Article  CAS  Google Scholar 

  • Kamanula JF, Belmain SR, Hall DR, Farman DI, Goyder DJ, Mvumi BM, Friday FM, Philip CS (2017) Chemical variation and insecticidal activity of Lippia javanica (Burm. f.) Spreng essential oil against Sitophilus Zeamais Motschulsky. Ind Crop Prod 110:75–82

    CAS  Google Scholar 

  • Lee S, Peterson CJ, Coats JR (2003) Fumigation toxicity of monoterpenoids to several stored product insects. J Stored Prod Res 39:77–85

    CAS  Google Scholar 

  • Liao M, Xiao JJ, Zhou LJ, Liu Y, Wu XW, Hua RM, Wang GR, Cao HQ (2016) Insecticidal activity of Melaleuca alternifolia essential oil and RNA-seq analysis of Sitophilus zeamais transcriptome in response to oil fumigation. PLoS One 11(12):e0167748. https://doi.org/10.1371/journal.pone.0167748

    Article  CAS  Google Scholar 

  • 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 

  • Liu ZL, Chu SS, Jiang GH (2009) Feeding deterrents from Zanthoxylum schinifolium against two stored-product insects. J Agric Food Chem 57(21):10130–10133

    CAS  Google Scholar 

  • Liu XC, Zhou LG, Liu ZL, Du SS (2013) Identification of insecticidal constituents of the essential oil of Acorus calamus rhizomes against Liposcelis bostrychophila Badonnel. Molecules 18:5684–5696

    CAS  Google Scholar 

  • López MD, Pascual-Villalobos MJ (2010) Mode of inhibition of acetylcholinesterase by monoterpenoids and implications for pest control. Ind Crop Prod 31(2):284–288

    Google Scholar 

  • López MD, Pascual-Villalobos MJ (2015) Are monoterpenoids and phenylpropanoids efficient inhibitors of acetylcholinesterase from stored product insect strains? Flavour Fragr J 30(1):108–112

    Google Scholar 

  • Mbata GN, Payton ME (2013) Effect of monoterpenoids on oviposition and mortality of Callosobruchus maculatus (F.) (Coleoptera: Bruchidae) under hermetic conditions. J Stored Prod Res 53:43–47

    CAS  Google Scholar 

  • Mishra P, Tyagi BK, Chandrasekaran N, Mukherjee A (2017) Biological nanopesticides: a greener approach towards the mosquito vector control. Environ Sci Pollut Res 25(1):1–13

    Google Scholar 

  • Ogunwolu EO, Odunlami AT (1996) Suppression of seed bruchid (Callosobruchus maculatus F.) development and damage on cowpea (Vigna unguiculata (L.) Walp.) with Zanthoxylum zanthoxyloides (Lam.) Waterm.(Rutaceae) root bark powder when compared to neem seed powder and pirimiphos-methyl. Crop Prot 15(7):603–607

    CAS  Google Scholar 

  • Pavela R, Benelli G (2016) Essential oils as ecofriendly biopesticides? Challenges and constraints. Trends Plant Sci 21(12):1000–1007

    CAS  Google Scholar 

  • Perichet C, Philippe F, Dupouyet A, Marteaux B, Schnaebele N, Dubrulle N, Lavoine-Hanneguelle S, Giraud N (2018) Study of some Zanthoxylum species by chemical and DNA analysis approaches. Chem Biodivers 15(10):e1800251. https://doi.org/10.1002/cbdv.201800251

    Article  CAS  Google Scholar 

  • Rozman V, Kalinović I, Korunić Z (2007) Toxicity of naturally occurring compounds of Lamiaceae and Lauraceae to three stored-product insects. J Stored Prod Res 43(4):349–355

    CAS  Google Scholar 

  • Rumbos CI, Athanassiou CG (2017) The use of entomopathogenic nematodes in the control of stored-product insects. J Pest Sci 90(1):39–49

    Google Scholar 

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

    Google Scholar 

  • Singh M, Shikha D (2017) Zanthoxylum armatum DC: Past, present and future prospective. Biotech Today Int J Biol Sci 7(1):21–24

    Google Scholar 

  • Stamopoulos DC, Damos P, Karagianidou G (2007) Bioactivity of five monoterpenoid vapours to Tribolium confusum (du Val) (Coleoptera: Tenebrionidae). J Stored Prod Res 43(4):571–577

    CAS  Google Scholar 

  • Wang Y, You CX, Yang K, Wu Y, Chen R, Zhang WJ, Liu ZL, Du SS, Deng ZW, Geng ZF, Han J (2015) Bioactivity of essential oil of Zingiber purpureum Rhizomes and its main compounds against two stored product insects. J Econ Entomol 108:925–932

  • Wang CF, Zhang WJ, You CX, Guo SS, Geng ZF, Fan L, Du SS, Deng ZW, Wang YY (2015a) Insecticidal constituents of essential oil derived from Zanthoxylum armatum against two stored-product insects. J Oleo Sci 64(8):861–868

    CAS  Google Scholar 

  • Wang CF, Yang K, You CX, Zhang WJ, Guo SS, Geng ZF, Du SS, Wang YY (2015b) Chemical composition and insecticidal activity of essential oils from Zanthoxylum dissitum leaves and roots against three species of storage pests. Molecules 20(5):7990–7999

    CAS  Google Scholar 

  • Wang CF, You CX, Yang K, Guo SS, Geng ZF, Fan L, Du SS, Deng ZW, Wang YY (2015c) Antifeedant activities of methanol extracts of four Zanthoxylum species and benzophenanthridines from stem bark of Zanthoxylum schinifolium against Tribolium castaneum. Ind Crop Prod 74:407–411

    CAS  Google Scholar 

  • Wang Y, Dai PP, Guo SS, Cao JQ, Pang X, Geng ZF, Sang YL, Du SS (2018) Supercritical carbon dioxide extract of Cinnamomum cassia bark: toxicity and repellency against two stored-product beetle species. Environ Sci Pollut Res 25(4):22236–22243

  • Weaver MT, Sefidkon F, Azizi M, Ahmadi N (2017) Packaging methods and storage duration affect essential oil content and composition of lemon verbena (Lippia citriodora Kunth.). Food Sci Nutr 5(3):588–595

    Google Scholar 

  • Wei CS, Zuo ZL (2016) Analysis and countermeasure research on the cause of the decline of Zanthaoxylum planispinum var. dintanensis industry. Guizhou For Sci Technol 44(1):60–64 (in Chinese)

    Google Scholar 

  • Wijayaratne LKW, Arthur FH, Whyard S (2018) Methoprene and control of stored-product insects. J Stored Prod Res 76:161–169

    Google Scholar 

  • Yang K, Wang CF, You CX, Geng ZF, Sun RQ, Guo SS, Du SS, Liu ZL, Deng ZW (2014) Bioactivity of essential oil of Litsea cubeba from China and its main compounds against two stored product insects. J Asia Pac Entomol 17:459–466

    Google Scholar 

  • You CX, Yang K, Wu Y, Zhang WJ, Wang Y, Geng ZF, Chen HP, Jiang HY, Du SS, Deng ZW, Liu ZL (2014) 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(3):481–490

    CAS  Google Scholar 

  • Zhang JS, Zhao NN, Liu QZ, Liu ZL, Du SS, Zhou LG, Deng ZW (2011) Repellent constituents of essential oil of Cymbopogon distans aerial parts against two stored-product insects. J Agric Food Chem 59:9910–9915

    CAS  Google Scholar 

  • Zhang WJ, Yang K, You CX, Wang Y, Wang CF, Wu Y, Geng ZF, Su Y, Du SS, Deng ZW (2015) Bioactivity of essential oil from Artemisia stolonifera (Maxim.) Komar. and its main compounds against two stored-product insects. J Oleo Sci 64(3):299–307

    CAS  Google Scholar 

  • Zhang WJ, Wang Y, Geng ZF, Guo SS, Cao JQ, Zhang Z, Pang X, Chen ZY, Du SS, Deng ZW (2018) Antifeedant activities of lignans from stem bark of Zanthoxylum armatum DC. against Tribolium castaneum. Molecules 23(3):617. https://doi.org/10.3390/molecules23030617

    Article  CAS  Google Scholar 

  • Zhang WJ, Zhang Z, Chen ZY, Liang JY, Geng ZF, Guo SS, Du SS, Deng ZW (2017) Chemical composition of essential oils from six Zanthoxylum species and their repellent activities against two stored-product insects . J Chem https://doi.org/10.1155/2017/1287362

  • Zhang Z, Pang X, Guo SS, Cao JQ, Wang Y, Chen ZY, Feng YX, Lei N, Du SS (2019) Insecticidal activity of Artemisia frigida Willd. essential oil and its constituents against three stored product insects. Rec Nat Prod 13(2):176–181

    CAS  Google Scholar 

  • Zhou HY, Zhao NN, Du SS, Yang K, Wang CF, Liu ZL, Qiao YJ (2012) Insecticidal activity of the essential oil of Lonicera japonica flower buds and its main constituent compounds against two grain storage insects. J Med Plant Res 6:912–917

    CAS  Google Scholar 

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Funding

This project was supported by Yunnan expert workstation (2018IC153).

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Authors and Affiliations

  1. Beijing Key Laboratory of Traditional Chinese Medicine Protection and Utilization, Faculty of Geographical Science, Beijing Normal University, No. 19 Xinjiekouwai Street, Beijing, 100875, China

    Yang Wang, Yi-Xi Feng, Shan-Shan Guo, Xue Pang, Di Zhang, Zhu-Feng Geng & Shu-Shan Du

  2. Liaoning Vocational College of Medicine, No. 2 Qiaosong Road, Shenyang, 110101, Liaoning, China

    Li-Ting Zhang

  3. Analytical and Testing Center, Beijing Normal University, Beijing, 100875, China

    Zhu-Feng Geng

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  1. Yang Wang
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  2. Li-Ting Zhang
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Correspondence to Shu-Shan Du.

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Wang, Y., Zhang, LT., Feng, YX. et al. Insecticidal and repellent efficacy against stored-product insects of oxygenated monoterpenes and 2-dodecanone of the essential oil from Zanthoxylum planispinum var. dintanensis. Environ Sci Pollut Res 26, 24988–24997 (2019). https://doi.org/10.1007/s11356-019-05765-z

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