Nematotoxic coumarins from Angelica pubescens Maxim. f. biserrata Shan et Yuan roots and their physiological effects on Bursaphelenchus xylophilus

Abelleira, A., Picoaga, A., Mansilla, J. P., and Aguin, O.. 2011. Detection of Bursaphelenchus xylophilus, causal agent of pine wilt disease on Pinus pinaster in northwestern Spain. Plant Disease. 95: 776. Abelleira A. Picoaga A. Mansilla J. P. Aguin O. 2011 Detection of Bursaphelenchus xylophilus, causal agent of pine wilt disease on Pinus pinaster in northwestern Spain Plant Disease. 95 776 10.1094/PDIS-12-10-0902 Search in Google Scholar

Andres, M. F., Gonzalez-Coloma, A., Sanz, J., Burillo, J., and Sainz, P.. 2010. Nematicidal activity of essential oils: a review. Bioresource Technology 101: 372–378. Andres M. F. Gonzalez-Coloma A. Sanz J. Burillo J. Sainz P. 2010 Nematicidal activity of essential oils: a review Bioresource Technology 101 372 378 10.1007/s11101-012-9263-3 Search in Google Scholar

Bradford, M. M.. 1976. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Analytical Biochemistry 72: 248–254. Bradford M. M. 1976 A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding Analytical Biochemistry 72 248 254 10.1016/0003-2697(76)90527-3 Search in Google Scholar

Caboni, P., Saba, M., Oplos, C., Aissani, N., Maxia, A., Menkissoglu-Spiroudi, U., Casu, L., and Ntalli, N.. 2015. Nematicidal activity of furanocoumarins from parsley against Meloidogyne spp. Pest Management Science 71: 1099–1105. Caboni P. Saba M. Oplos C. Aissani N. Maxia A. Menkissoglu-Spiroudi U. Casu L. Ntalli N. 2015 Nematicidal activity of furanocoumarins from parsley against Meloidogyne spp Pest Management Science 71 1099 1105 10.1002/ps.389025157855 Search in Google Scholar

Cheng, L., Xu, S., Xu, C., Lu, H., Zhang, Z., Zhang, D., Mu, W., and Liu, F.. 2017. Effects of trans-2-hexenal on reproduction, growth and behaviour and efficacy against the pinewood nematode, Bursaphelenchus xylophilus. Pest Management Science 73: 888–895. Cheng L. Xu S. Xu C. Lu H. Zhang Z. Zhang D. Mu W. Liu F. 2017 Effects of trans-2-hexenal on reproduction, growth and behaviour and efficacy against the pinewood nematode, Bursaphelenchus xylophilus Pest Management Science 73 888 895 10.1002/ps.436027414986 Search in Google Scholar

Choi, I. H., Park, J. Y., Shin, S. C., and Park, I. K.. 2006. Nematotoxic activity of medicinal plant extracts and two cinnamates isolated from Kaempferia galanga L. (Proh Hom) against the pine wood nematode, Bursaphelenchus xylophilus. Nematology 8: 359–365. Choi I. H. Park J. Y. Shin S. C. Park I. K. 2006 Nematotoxic activity of medicinal plant extracts and two cinnamates isolated from Kaempferia galanga L. (Proh Hom) against the pine wood nematode, Bursaphelenchus xylophilus Nematology 8 359 365 10.1163/156854106778493402 Search in Google Scholar

Choi, I. H., Shin, S. C., and Park, I. K.. 2007. Nematicidal activity of onion (Allium cepa) oil and its components against the pine wood nematode (Bursaphelenchus xylophilus). Nematology 9: 231–235. Choi I. H. Shin S. C. Park I. K. 2007 Nematicidal activity of onion (Allium cepa) oil and its components against the pine wood nematode (Bursaphelenchus xylophilus) Nematology 9 231 235 10.1163/156854107780739018 Search in Google Scholar

Choi, N. H., Kwon, H. R., Son, S. W., Choi, Y. H., Jang, K. S., Lee, S. O., Choi, J. E., Ngoc, L. H., and Kim, J. C.. 2008. Nematotoxic activity of malabaricones isolated from Myristica Malabarica fruit rinds against Bursaphelenchus xylophilus. Nematology 10: 801–807. Choi N. H. Kwon H. R. Son S. W. Choi Y. H. Jang K. S. Lee S. O. Choi J. E. Ngoc L. H. Kim J. C. 2008 Nematotoxic activity of malabaricones isolated from Myristica Malabarica fruit rinds against Bursaphelenchus xylophilus Nematology 10 801 807 10.1163/156854108786161454 Search in Google Scholar

Cui, H., Jin, H., Lium, Q., Yan, Z., Ding, L., and Qin, B.. 2014. Nematotoxic metabolites from roots of Stellera chamaejasme against Bursaphelenchus xylophilus and Bursaphelenchus mucronatus. Pest Management Science 70: 827–835. Cui H. Jin H. Lium Q. Yan Z. Ding L. Qin B. 2014 Nematotoxic metabolites from roots of Stellera chamaejasme against Bursaphelenchus xylophilus and Bursaphelenchus mucronatus Pest Management Science 70 827 835 10.1002/ps.362523934879 Search in Google Scholar

Faria, J., Barbosa, P., Mota, M., Sanches, J., and Figueiredo, A. C.. 2010. Nematicidal activity of essential oil-bearing plants, from Portuguese flora, against the pinewood nematode Bursaphelenchus xylophilus. Journal of Nematology 42: 8–16. Faria J. Barbosa P. Mota M. Sanches J. Figueiredo A. C. 2010 Nematicidal activity of essential oil-bearing plants, from Portuguese flora, against the pinewood nematode Bursaphelenchus xylophilus Journal of Nematology 42 8 16 Search in Google Scholar

Faria, J., Barbosa, P., Bennett, R. N., Mota, M., and Figueiredo, A. C.. 2013. Bioactivity against Bursaphelenchus xylophilus: nematotoxics from essential oils, essential oils fractions and decoction waters. Phytochemistry 94: 220–228. Faria J. Barbosa P. Bennett R. N. Mota M. Figueiredo A. C. 2013 Bioactivity against Bursaphelenchus xylophilus: nematotoxics from essential oils, essential oils fractions and decoction waters Phytochemistry 94 220 228 10.1016/j.phytochem.2013.06.00523829930 Search in Google Scholar

Fonseca, L., Cardoso, J. M. S., Lopes, A., Pestana, M., Abreu, F., Nunes, N., Mota, M., and Abrantes, I.. 2012. The pinewood nematode, Bursaphelenchus xylophilus, in Madeira Island. Helminthologia 49: 96–103. Fonseca L. Cardoso J. M. S. Lopes A. Pestana M. Abreu F. Nunes N. Mota M. Abrantes I. 2012 The pinewood nematode, Bursaphelenchus xylophilus, in Madeira Island Helminthologia 49 96 103 10.2478/s11687-012-0020-3 Search in Google Scholar

Fujioka, T., Furumi, K., Fujii, H., Okabe, H., Mihashi, K., Nakano, Y., Matsunaga, H., Katano, M., and Mori, M.. 1999. Antiproliferative constituents from umbelliferae plants. V: a new furanocoumarin and falcarindiol euranocoumarin ethers from the root of Angelica japonica. Chemical and Pharmaceutical Bulletin 47: 96–100. Fujioka T. Furumi K. Fujii H. Okabe H. Mihashi K. Nakano Y. Matsunaga H. Katano M. Mori M. 1999 Antiproliferative constituents from umbelliferae plants. V: a new furanocoumarin and falcarindiol euranocoumarin ethers from the root of Angelica japonica Chemical and Pharmaceutical Bulletin 47 96 100 10.1248/cpb.47.96 Search in Google Scholar

Guo, Q. Q., Du, G. C., He, H. W., Xu, H. K., Guo, D. S., and Li, R. G.. 2016. Two nematotoxic furocoumarins from Ficus carica L. leaves and their physiological effects on pine wood nematode (Bursaphelenchus xylophilus). Natural Product Research 30: 1969–1973. Guo Q. Q. Du G. C. He H. W. Xu H. K. Guo D. S. Li R. G. 2016 Two nematotoxic furocoumarins from Ficus carica L. leaves and their physiological effects on pine wood nematode (Bursaphelenchus xylophilus) Natural Product Research 30 1969 1973 10.1080/14786419.2015.1094804 Search in Google Scholar

Guo, Q. Q., Du, G. C., Qi, H. T., Zhang, Y. N., Yue, T. Q., Wang, J. C., and Li, R. G.. 2017. A Nematicidal tannin from Punica granatum L. rind and its physiological effect on pine wood nematode (Bursaphelenchus xylophilus) pesticide biochemistry. Physiology 135: 64–68. Guo Q. Q. Du G. C. Qi H. T. Zhang Y. N. Yue T. Q. Wang J. C. Li R. G. 2017 A Nematicidal tannin from Punica granatum L. rind and its physiological effect on pine wood nematode (Bursaphelenchus xylophilus) pesticide biochemistry Physiology 135 64 68 10.1016/j.pestbp.2016.06.003 Search in Google Scholar

Kang, J. S., Moon, Y. S., Lee, S. H., and Park, I. K.. 2013a. Inhibition of acetylcholinesterase and glutathione S-transferase of the pinewood nematode (Bursaphelenchus xylophilus) by aliphatic compounds. Pesticide Biochemistry Physiology 105: 184–188. Kang J. S. Moon Y. S. Lee S. H. Park I. K. 2013a Inhibition of acetylcholinesterase and glutathione S-transferase of the pinewood nematode (Bursaphelenchus xylophilus) by aliphatic compounds Pesticide Biochemistry Physiology 105 184 188 10.1016/j.pestbp.2013.02.001 Search in Google Scholar

Kang, J. S., Kim, E., Lee, S. H., and Park, I. K.. 2013b. Inhibition of acetylcholinesterases of the pinewood nematode, Bursaphelenchus xylophilus, by phytochemicals from plant essential oils. Pesticide Biochemistry Physiology 105: 50–56. Kang J. S. Kim E. Lee S. H. Park I. K. 2013b Inhibition of acetylcholinesterases of the pinewood nematode, Bursaphelenchus xylophilus, by phytochemicals from plant essential oils Pesticide Biochemistry Physiology 105 50 56 10.1016/j.pestbp.2012.11.007 Search in Google Scholar

Kim, J., Seo, S. M., Lee, S. G., Shin, S. C., and Park, I. K.. 2008. Nematicidal activity of plant essential oils and components from coriander (Coriandrum sativum), oriental sweet gum (Liquidambar orientalis), and valerian (Valeriana wallichii) essential oils against pine wood nematode (Bursaphelenchus xylophilus). Journal of Agriculture and Food Chemistry 56: 7316–7320. Kim J. Seo S. M. Lee S. G. Shin S. C. Park I. K. 2008 Nematicidal activity of plant essential oils and components from coriander (Coriandrum sativum), oriental sweet gum (Liquidambar orientalis), and valerian (Valeriana wallichii) essential oils against pine wood nematode (Bursaphelenchus xylophilus) Journal of Agriculture and Food Chemistry 56 7316 7320 10.1021/jf800780f Search in Google Scholar

Kislev, M. E., Hartmann, A., and Bar-yosef, O.. 2006. Early domesticated fig in the Jordan valley. Science 312: 1372–1374. Kislev M. E. Hartmann A. Bar-yosef O. 2006 Early domesticated fig in the Jordan valley Science 312 1372 1374 10.1126/science.1125910 Search in Google Scholar

Kong, J. O., Lee, S. M., Moon, Y. S., Lee, S. G., and Ahn, Y. J.. 2006. Nematicidal activity of plant essential oils against Bursaphelenchus xylophilus (Nematoda: Aphelenchoididae). Journal of Asia-Pacific Entomology 9: 173–178. Kong J. O. Lee S. M. Moon Y. S. Lee S. G. Ahn Y. J. 2006 Nematicidal activity of plant essential oils against Bursaphelenchus xylophilus (Nematoda: Aphelenchoididae) Journal of Asia-Pacific Entomology 9 173 178 10.1016/S1226-8615(08)60289-7 Search in Google Scholar

Kong, J. O., Lee, S. M., Moon, Y. S., Lee, S. G., and Ahn, Y. J.. 2007. Nematotoxic activity of Cassia and Cinnamon oil compounds and related compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae). Journal of Nematology 39: 31–36. Kong J. O. Lee S. M. Moon Y. S. Lee S. G. Ahn Y. J. 2007 Nematotoxic activity of Cassia and Cinnamon oil compounds and related compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae) Journal of Nematology 39 31 36 Search in Google Scholar

Mamiya, Y.. 1983. Pathology of the Pine Wilt Disease caused by Bursaphelenchus xylophilus. Annual Review of Phytopathology 21: 201–220. Mamiya Y. 1983 Pathology of the Pine Wilt Disease caused by Bursaphelenchus xylophilus Annual Review of Phytopathology 21 201 220 10.1146/annurev.py.21.090183.00122125946434 Search in Google Scholar

Matsuda, K., Kimura, M., Komai, K., and Hamada, M.. 1989. Nematicidal activities of (-)-N-methylcytisine and (-)-anagyrine from Sophora flavescens against pine wood nematodes. Agricultural Biology and Chemistry 53: 2287–2288. Matsuda K. Kimura M. Komai K. Hamada M. 1989 Nematicidal activities of (-)-N-methylcytisine and (-)-anagyrine from Sophora flavescens against pine wood nematodes Agricultural Biology and Chemistry 53 2287 2288 10.1080/00021369.1989.10869614 Search in Google Scholar

Matsuda, K., Yarnada, K., Kimura, M., and Hamada, M.. 1991. Nematicidal activity of matrine and its derivatives against pine wood nematodes. Journal of Agriculture and Food Chemistry 39: 189–191. Matsuda K. Yarnada K. Kimura M. Hamada M. 1991 Nematicidal activity of matrine and its derivatives against pine wood nematodes Journal of Agriculture and Food Chemistry 39 189 191 10.1021/jf00001a038 Search in Google Scholar

Mota, M. M., Braasch, H., Bravo, M. A., Penas, A. C., Burgemeister, W., Metge, K., and Sousa, E.. 1999. First report of Bursaphelenchus xylophilus in Portugal and in Europe. Nematology 1: 727–734. Mota M. M. Braasch H. Bravo M. A. Penas A. C. Burgemeister W. Metge K. Sousa E. 1999 First report of Bursaphelenchus xylophilus in Portugal and in Europe Nematology 1 727 734 10.1163/156854199508757 Search in Google Scholar

Ntalli, N., and Caboni, P.. 2012. Botanical nematicides: a review. Journal of Agriculture and Food Chemistry 60: 9929–9940. Ntalli N. Caboni P. 2012 Botanical nematicides: a review Journal of Agriculture and Food Chemistry 60 9929 9940 10.1021/jf303107j22973877 Search in Google Scholar

Ntalli, N., Vargiu, S., Menkissoglu-Spiroudi, U., and Caboni, P.. 2010. Nematicidal carboxylic acids and aldehydes from Melia azedarach fruits. Journal of Agriculture and Food Chemistry 58: 11390–11394. Ntalli N. Vargiu S. Menkissoglu-Spiroudi U. Caboni P. 2010 Nematicidal carboxylic acids and aldehydes from Melia azedarach fruits Journal of Agriculture and Food Chemistry 58 11390 11394 10.1021/jf102534520925380 Search in Google Scholar

Pan, L., Li, X. Z., Sun, D. A., Hui, J., Guo, H. R., and Qin, B.. 2016. Design and synthesis of novel coumarin analogs and their nematicidal activity against five phytonematodes. Chinese Chemical Letters 27: 375–379. Pan L. Li X. Z. Sun D. A. Hui J. Guo H. R. Qin B. 2016 Design and synthesis of novel coumarin analogs and their nematicidal activity against five phytonematodes Chinese Chemical Letters 27 375 379 10.1016/j.cclet.2016.01.029 Search in Google Scholar

Park, I. K., Kim, J., Lee, S. G., and Shin, S. C.. 2007. Nematicidal activity of plant essential oils and components from Ajowan (Trachyspermum ammi), Allspice (Pimenta dioica) and Litsea (Litsea cubeba) essential oils against Pine Wood Nematode (Bursaphelenchus Xylophilus). Journal of Nematology 39: 275–279. Park I. K. Kim J. Lee S. G. Shin S. C. 2007 Nematicidal activity of plant essential oils and components from Ajowan (Trachyspermum ammi), Allspice (Pimenta dioica) and Litsea (Litsea cubeba) essential oils against Pine Wood Nematode (Bursaphelenchus Xylophilus) Journal of Nematology 39 275 279 Search in Google Scholar

Puntener, W.. 1981), Manual for field trials in plant protection, 2nd ed., Ciba-Geigy Limited, Basle, p. 205. Puntener W. 1981 Manual for field trials in plant protection 2nd ed. Ciba-Geigy Limited Basle p. 205 Search in Google Scholar

Seo, S. M., Kim, J., Koh, S. H., Ahn, Y. J., and Park, I. K.. 2014. Nematicidal activity of natural ester compounds and their analogues against pine wood nematode, Bursaphelenchus xylophilus. Journal of Agriculture and Food Chemistry 62: 9103–9108. Seo S. M. Kim J. Koh S. H. Ahn Y. J. Park I. K. 2014 Nematicidal activity of natural ester compounds and their analogues against pine wood nematode, Bursaphelenchus xylophilus Journal of Agriculture and Food Chemistry 62 9103 9108 10.1021/jf503631e25153339 Search in Google Scholar

Takaishi, K., Izumi, M., Baba, N., Kawazu, K., and Nakajima, S.. 2008. Synthesis and biological evaluation of alkoxycoumarins as novel nematicidal constituents. Bioorganic & Medicinal Chemistry 18: 5614–5617. Takaishi K. Izumi M. Baba N. Kawazu K. Nakajima S. 2008 Synthesis and biological evaluation of alkoxycoumarins as novel nematicidal constituents Bioorganic & Medicinal Chemistry 18 5614 5617 10.1016/j.bmcl.2008.08.10218793855 Search in Google Scholar

Viglierchio, D. R., and Schmit, R. V.. 1983. On the methodology of nematode extraction from field samples: Baermann funnel modifications. Journal of Nematology 15: 438–444. Viglierchio D. R. Schmit R. V. 1983 On the methodology of nematode extraction from field samples: Baermann funnel modifications Journal of Nematology 15 438 444 Search in Google Scholar

Wang, J., Pan, X., Han, Y., Guo, D., Guo, Q., and Li, R.. 2012. Rosmarinic acid from eelgrass shows nematicidal and antibacterial activities against pine wood nematode and its carrying bacteria. Marine Drugs 10: 2729–2740. Wang J. Pan X. Han Y. Guo D. Guo Q. Li R. 2012 Rosmarinic acid from eelgrass shows nematicidal and antibacterial activities against pine wood nematode and its carrying bacteria Marine Drugs 10 2729 2740 10.3390/md10122729352812223201594 Search in Google Scholar

Wang, X. B., Li, G. H., Li, L., Zheng, L. J., Huang, R., and Zhang, K. Q.. 2008. Nematicidal coumarins from Heracleum candicans. Wall Natural Product Researc 22: 666–671. Wang X. B. Li G. H. Li L. Zheng L. J. Huang R. Zhang K. Q. 2008 Nematicidal coumarins from Heracleum candicans Wall Natural Product Researc 22 666 671 10.1080/1478641070176646318569707 Search in Google Scholar

Wingfield, M. J., Bedker, P. J., and Blanchette, R. A.. 1986. Pathogenicity of Bursaphelenchus xylophilus on Pines in Minnesota and Wisconsin. Journal of Nematology 18: 44–49. Wingfield M. J. Bedker P. J. Blanchette R. A. 1986 Pathogenicity of Bursaphelenchus xylophilus on Pines in Minnesota and Wisconsin Journal of Nematology 18 44 49 Search in Google Scholar

Yan, D., and Yang, B.. 1997. The enzymes in the secretions of pine wood nematode (Bursaphelenchus xylophilus). Forest Research 10: 265–269. Yan D. Yang B. 1997 The enzymes in the secretions of pine wood nematode (Bursaphelenchus xylophilus) Forest Research 10 265 269 Search in Google Scholar

Yu, H. W., Li, B. G., Chen, X. Z., Li, C. S., and Zhang, G. L.. 2010. Chemical study on Evodia vestita. Chinese Journal of Applied & Environmental Biology 16: 72–75. Yu H. W. Li B. G. Chen X. Z. Li C. S. Zhang G. L. 2010 Chemical study on Evodia vestita Chinese Journal of Applied & Environmental Biology 16 72 75 10.3724/SP.J.1145.2010.00072 Search in Google Scholar

Zaugg, J., Eickmeier, E., Rueda, D. C., Hering, S., and Hamburger, M.. 2011. HPLC-based activity profiling of Angelica pubescens roots for new positive GABA: a receptor modulators in Xenopus oocytes. Fitoterapia 82: 434–440. Zaugg J. Eickmeier E. Rueda D. C. Hering S. Hamburger M. 2011 HPLC-based activity profiling of Angelica pubescens roots for new positive GABA: a receptor modulators in Xenopus oocytes Fitoterapia 82 434 440 10.1016/j.fitote.2010.12.00121147202 Search in Google Scholar

Zhang, C. Y., Zhang, B. G., and Yang, X. W.. 2008. Studies on the chemical constituents of the root of Angelica pubescens f. biserrata. pharm. Pharmaceutical Journal of Chinese People’s Liberation Army 23: 241–245. Zhang C. Y. Zhang B. G. Yang X. W. 2008 Studies on the chemical constituents of the root of Angelica pubescens f. biserrata. pharm Pharmaceutical Journal of Chinese People’s Liberation Army 23 241 245 Search in Google Scholar

Zhang, H. M., Wang, G. L., Bai, C. Q., Li, P., Liu, P., Liu, Z. M., Liu, Q. Z., Wang, Y. Y., Liu, Z. L., Du, S. S., and Deng, Z. W.. 2011. A new eudesmane sesquiterpene glucoside from Liriope muscari fibrous roots. Molecules 16: 9017–9024. Zhang H. M. Wang G. L. Bai C. Q. Li P. Liu P. Liu Z. M. Liu Q. Z. Wang Y. Y. Liu Z. L. Du S. S. Deng Z. W. 2011 A new eudesmane sesquiterpene glucoside from Liriope muscari fibrous roots Molecules 16 9017 9024 10.3390/molecules16119017626429722031065 Search in Google Scholar

Zhao, B. G.. 1999. Nematicidal activity of quinolizidine alkaloids and the functional group pairs in their molecular structure. Journal of Chemical Ecology 25: 2205–2214. Zhao B. G. 1999 Nematicidal activity of quinolizidine alkaloids and the functional group pairs in their molecular structure Journal of Chemical Ecology 25 2205 2214 10.1023/A:1020809521068 Search in Google Scholar

Zhao, B. G.. 2008. Pine wilt disease in China. In Zhao, B. G., Futai, K., Sutherland, J. R., and Takeuchi, Y. (Eds), Pine wilt disease, Springer, Tokyo, Japan, pp. 18–25. Zhao B. G. 2008 Pine wilt disease in China In Zhao B. G. Futai K. Sutherland J. R. Takeuchi Y. (Eds) Pine wilt disease Springer Tokyo, Japan pp. 18 25 10.1007/978-4-431-75655-2_4 Search in Google Scholar