连翘挥发油对两种烟草仓储害虫的毒杀作用
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摘要
为开发新型烟草仓储防护剂,研究连翘果实挥发油的化学成分及其对烟草仓储害虫的杀虫活性。通过GC-MS分析了连翘果实挥发油的化学成分,运用柱色谱和核磁共振方法分离并鉴定化合物,通过熏蒸、触杀试验测试挥发油及单体成分活性。结果表明,连翘挥发油对烟草甲和赤拟谷盗熏蒸活性的LC_(50)值分别为8.94和7.68 mg/L;触杀活性的LD50值分别为23.66和30.13μg/头。单体化合物中,4-萜品醇对烟草甲的熏蒸和触杀毒性最强(LC50值为6.90 mg/L;LD50值为8.62μg/头)。另外,α-蒎烯,γ-萜品烯和4-萜品醇对两种仓储害虫均具有较好的熏蒸和触杀活性。因此,连翘挥发油及其单体化合物对烟草甲和赤拟谷盗均具有一定防治作用。
Bioactivity screening was conducted in order to develop new botanical pesticides against tobacco storage pests. The essential oil obtained from the fruits of Forsythia suspensa was investigated by GC-MS. A total of 18 components representing 94.30% of the oil were identified and the main compounds in the oil were found to be α-pinene(63.72%), b-terpinyl acetate(7.47%), 4-terpineol(6.67%), 3-isopropyltoluene(3.54%) and γ-terpinene(2.54%). It was found that the essential oil exhibited strong fumigant toxicity against Lasioderma serricorne and Tribolium castaneum adults with LC50 values of 8.94 and 7.68 mg/L air. Meanwhile, the essential oil exhibited contact toxicity against T. castaneum and L. serricorne adults with LD50 values of 23.66 and 30.13 μg/adult. Among the three individual compounds, 4-Terpineol showed the strongest fumigant and contact activities(LC50= 6.90 mg/L; LD50= 8.62 μg/adult) against L. serricorne. Meanwhile, α-pinene, γ-terpinene and 4-terpineol exhibited strong bioactivities against T. castaneum. The results indicated that the essential oil of F. suspensa and its isolated compounds have the potential to be developed into natural insecticides for controlling insects in stored tobacco.
Bioactivity screening was conducted in order to develop new botanical pesticides against tobacco storage pests. The essential oil obtained from the fruits of Forsythia suspensa was investigated by GC-MS. A total of 18 components representing 94.30% of the oil were identified and the main compounds in the oil were found to be α-pinene(63.72%), b-terpinyl acetate(7.47%), 4-terpineol(6.67%), 3-isopropyltoluene(3.54%) and γ-terpinene(2.54%). It was found that the essential oil exhibited strong fumigant toxicity against Lasioderma serricorne and Tribolium castaneum adults with LC50 values of 8.94 and 7.68 mg/L air. Meanwhile, the essential oil exhibited contact toxicity against T. castaneum and L. serricorne adults with LD50 values of 23.66 and 30.13 μg/adult. Among the three individual compounds, 4-Terpineol showed the strongest fumigant and contact activities(LC50= 6.90 mg/L; LD50= 8.62 μg/adult) against L. serricorne. Meanwhile, α-pinene, γ-terpinene and 4-terpineol exhibited strong bioactivities against T. castaneum. The results indicated that the essential oil of F. suspensa and its isolated compounds have the potential to be developed into natural insecticides for controlling insects in stored tobacco.
引文
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[23]Sakuma M.Probit analysis of preference data[J].Applied Entomology and Zoology,1998,33(3):339-348.
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[25]Chen H P,Yang K,You C X,et al.Chemical constituents and biological activities of essential oil from Citrus wilsonii leaves against Tribolium castaneum(Herbst)[J].Journal of the Serbian Chemical Society,2014,79(10):1213-1222.
[26]孔杰,姚健,达文燕,等.连翘挥发油化学成分的研究[J].西北师范大学学报:自然科学版,2001,4(4):77-81.
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[28]徐坤.连翘果实挥发油的分离抑菌研究及固体脂质纳米粒的制备[D].西安:西北大学,2012.
[29]王鹏,张忠义,吴惠勤.超临界CO_2萃取连翘挥发油的正交试验和GC-MS分析[J].分析测试学报,2002,21(4):34-37.
[30]裴晓丽,张淑蓉,王秀文,等.不同产地连翘中挥发油及其β-蒎烯含量的比较研究[J].药物分析杂志,2010(1):127-129.
[31]Chu S S,Liu Z L,Liu Q Z,et al.Chemical composition and insecticidal activities of the essential oil of the flowering aerial parts of Aster ageratoides[J].Journal of the Serbian Chemical Society,2013,78(2):209-216.
[32]Ebadollahi A,Safaralizadeh M H,Pourmirza A A,et al.Toxicity of essential oil of Agastache Foeniculum(Pursh)Kuntze to Oryzaephilus Surinamensis L.and Lasioderma Serricorne F.[J].Journal of Plant Protection Research,2010,50(2):215-219.
[33]Jiang C H,Liu Q Z,Du S S,et al.Essential oil composition and insecticidal activity of Evodia lepta(Spreng)Merr.root barks from China against two grain storage insects[J].Journal of Medicinal Plants Research,2012,6(18):3464-3469.
[34]Liu Z L,Yang K,Huang F,et al.Chemical composition and toxicity of the essential oil of Cayratia japonica against two grain storage insects[J].Journal of Essential Oil Research,2012,24(3):237-240.
[35]Wang Y,You C X,Yang K,et al.Bioactivity of essential oil of Zingiber purpureum Rhizomes and its main compounds against two stored product insects[J].Journal of Economic Entomology,2015,108(3):925-32.
[36]Chen H P,Yang K,You C X,et al.Chemical constituents and biological activities against Tribolium castaneum(Herbst)of the essential oil from Citrus wilsonii leaves[J].Journal of the Serbian Chemical Society,2014,79(10):1213-1222.
[37]You C X,Guo S S,Zhang W J,et al.Identification of repellent and insecticidal constituents from Artemisia mongolica essential oil against Lasioderma serricorne[J].Journal of Chemistry,2015,2015:1-7.
[38]Kim S I,Yoon J S,Jung J W,et al.Toxicity and repellency of origanum essential oil and its components against Tribolium castaneum(Coleoptera:Tenebrionidae)adults[J].Journal of Asia-Pacific Entomology,2010,13(4):369-373.
[39]Herrera J M,Zunino M P,Dambolena J S,et al.Terpene ketones as natural insecticides against Sitophilus zeamais[J].Industrial Crops and Products,2015,70:435-442.
[40]Schultz G,Peterson C,Coats J,et al.Natural insect repellents:activity against mosquitoes and cockroaches[C]//Natural products for pest management,226th ACS National Meeting,Anaheim,California,USA,28 March-1 April 2004,2006.
[2]王秀芳,任广伟,王新伟,等.几种药剂对烟草甲生物活性的测定[J].中国烟草科学,2011,32(4):84-86.
[3]王明洁.对储烟昆虫群落及其优势种烟草甲(Lasioderma serricorne F.)实验种群的初步研究[D].南京:南京农业大学,1993.
[4]Zettler L J,Keever D W.Phosphine resistance in cigarette beetle(Coleoptera:Anobiidae)associated with tobacco storage in the Southeastern United States[J].Journal of Economic Entomology,1994,87(3):546-550.
[5]吴厚斌,孙艳萍,刘苹苹,等.美国加强磷化铝和磷化镁管理[J].农药科学与管理,2010,31(6):55-56.
[6]汤朝起,张俊,陆益敏.烟草甲和烟草粉螟的防治研究[J].中国烟草科学,2000,21(4):46-48.
[7]吕建华,袁良月,吴树会,等.高良姜根茎粉剂对烟草甲的毒杀作用[J].中国烟草科学,2009,30(2):62-65.
[8]Isman M,Miresmailli S,Machial C.Commercial opportunities for pesticides based on plant essential oils in agriculture,industry and consumer products[J].Phytochemistry Reviews,2011,10(2):197-204.
[9]Regnaultroger C,Vincent C,Arnason J T.Essential oils in insect control:low-risk products in a high-stakes world[J].Annual Review of Entomology,2012,57(1):405-424.
[10]江志利.植物精油杀虫作用及制剂研究[D].咸阳:西北农林科技大学,2013.
[11]钟建军,吕建华.常用食用油对烟草甲成虫的触杀作用[J].中国烟草科学,2012,33(6):90-92.
[12]杨雪艳,刘成伦.连翘的研究现状与展望[J].贵州农业科学,2012,40(9):33-36.
[13]曲欢欢.连翘化学成分和生物活性研究[D].西安:西北大学,2008.
[14]Endo K,Hikino H.Structure of forsythoside C and forsythoside D,antibacterial principles of Forsythia suspensa fruits[J].Heterocycles,1982,19:2033-2036.
[15]Endo K,Takahashi K,Abe T,et al.Structure of forsythoside A,an antibacterial principle of Forsythia suspensa leaves[J].Heterocycles,1981,16:1311-1314.
[16]肖会敏,何悦,王四旺,等.连翘挥发油体外抑菌实验研究[J].内蒙古中医药,2011,30(15):99-100.
[17]闫丽丽,姜颖.连翘药材主要化学成分及药理作用研究综述[J].中国新技术新产品,2011(11):11-11.
[18]孟祥乐,李俊平,李丹,等.连翘的化学成分及其药理活性研究进展[J].中国药房,2010(4):4117-4119.
[19]Liu Z L,Ho S H.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].Journal of Stored Products Research,1999,35(4):317-328.
[20]Badiah-Hadj-Ahmed A Y,Meklati B Y,Waton H,et al.Strutural studies in the bicycle[3.1.1]heptane series by1H and 13C NMR[J].Magnetic Resonance in Chemistry,1992,30(9):807-816.
[21]Han J H,Kwon Y E,Sohn J,et al.A facile method for the rapid and selective deprotection of methoxymethyl(MOM)ethers[J].Tetrahedron,2010,66(24):1673-1677.
[22]Ishifune M,Yamashita H,Kera Y,et al.Electroreduction of aromatics using magnesium electrodes in aprotic solvents containing alcoholic proton donors[J].Electrochimica Acta,2003,48(17):2405-2409.
[23]Sakuma M.Probit analysis of preference data[J].Applied Entomology and Zoology,1998,33(3):339-348.
[24]Yang K,Wang C F,You C X,et al.Bioactivity of essential oil of Litsea cubeba from China and its main compounds against two stored product insects[J].Journal of Asia-Pacific Entomology,2014,17(3):459-466.
[25]Chen H P,Yang K,You C X,et al.Chemical constituents and biological activities of essential oil from Citrus wilsonii leaves against Tribolium castaneum(Herbst)[J].Journal of the Serbian Chemical Society,2014,79(10):1213-1222.
[26]孔杰,姚健,达文燕,等.连翘挥发油化学成分的研究[J].西北师范大学学报:自然科学版,2001,4(4):77-81.
[27]段文录,吕本莲.豫产连翘挥发油化学成分研究[J].安徽农业科学,2008,36(19):7963-7964.
[28]徐坤.连翘果实挥发油的分离抑菌研究及固体脂质纳米粒的制备[D].西安:西北大学,2012.
[29]王鹏,张忠义,吴惠勤.超临界CO_2萃取连翘挥发油的正交试验和GC-MS分析[J].分析测试学报,2002,21(4):34-37.
[30]裴晓丽,张淑蓉,王秀文,等.不同产地连翘中挥发油及其β-蒎烯含量的比较研究[J].药物分析杂志,2010(1):127-129.
[31]Chu S S,Liu Z L,Liu Q Z,et al.Chemical composition and insecticidal activities of the essential oil of the flowering aerial parts of Aster ageratoides[J].Journal of the Serbian Chemical Society,2013,78(2):209-216.
[32]Ebadollahi A,Safaralizadeh M H,Pourmirza A A,et al.Toxicity of essential oil of Agastache Foeniculum(Pursh)Kuntze to Oryzaephilus Surinamensis L.and Lasioderma Serricorne F.[J].Journal of Plant Protection Research,2010,50(2):215-219.
[33]Jiang C H,Liu Q Z,Du S S,et al.Essential oil composition and insecticidal activity of Evodia lepta(Spreng)Merr.root barks from China against two grain storage insects[J].Journal of Medicinal Plants Research,2012,6(18):3464-3469.
[34]Liu Z L,Yang K,Huang F,et al.Chemical composition and toxicity of the essential oil of Cayratia japonica against two grain storage insects[J].Journal of Essential Oil Research,2012,24(3):237-240.
[35]Wang Y,You C X,Yang K,et al.Bioactivity of essential oil of Zingiber purpureum Rhizomes and its main compounds against two stored product insects[J].Journal of Economic Entomology,2015,108(3):925-32.
[36]Chen H P,Yang K,You C X,et al.Chemical constituents and biological activities against Tribolium castaneum(Herbst)of the essential oil from Citrus wilsonii leaves[J].Journal of the Serbian Chemical Society,2014,79(10):1213-1222.
[37]You C X,Guo S S,Zhang W J,et al.Identification of repellent and insecticidal constituents from Artemisia mongolica essential oil against Lasioderma serricorne[J].Journal of Chemistry,2015,2015:1-7.
[38]Kim S I,Yoon J S,Jung J W,et al.Toxicity and repellency of origanum essential oil and its components against Tribolium castaneum(Coleoptera:Tenebrionidae)adults[J].Journal of Asia-Pacific Entomology,2010,13(4):369-373.
[39]Herrera J M,Zunino M P,Dambolena J S,et al.Terpene ketones as natural insecticides against Sitophilus zeamais[J].Industrial Crops and Products,2015,70:435-442.
[40]Schultz G,Peterson C,Coats J,et al.Natural insect repellents:activity against mosquitoes and cockroaches[C]//Natural products for pest management,226th ACS National Meeting,Anaheim,California,USA,28 March-1 April 2004,2006.