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Antifeedant activity of flavonoids and related compounds against the subterranean termiteCoptotermes formosanus Shiraki

Abstract

Antifeedant activity of some flavonoids and their related compounds against the subterranean termiteCoptotermes formosanus Shiraki was examined with nochoice tests and two-choice tests. The activities of these compounds were evaluated in relation to their chemical structures. All flavonoids tested showed antifeedant activity, whereas catechinic acid, possessing no A-ring or pyran ring in the molecule, showed feeding-preference activity. For the structure-activity relations, it was found that compounds containing two hydroxyl groups at C-5 and C-7 in A-rings showed high antifeedant activity. Furthermore, the presence of a carbonyl group at C-4 in the pyran rings of the compounds was necessary for the occurrence of high activity. 3-Hydroxyflavones and 3-hydroxyflavanones with 3′,4′-dihydroxylated B-rings exhibited higher activity than those with 4′-hydroxylated B-rings.

References

  1. 1.

    Tamashiro M, Yates JR, Ebesu RH, Yamamoto RT (1987) The Formosan termite: Hawaii's most damaging insect. Hawaii Architect 16:12–14

    Google Scholar 

  2. 2.

    Tamashiro M, Yates JR, Yamamoto RT, Ebesu RH (1991) Tunneling behaviour of the Formosan subterranean termite and basalt barriers. Sociobiology 19:163–170

    Google Scholar 

  3. 3.

    Lenz M, Runko S (1994) Protection of buildings, other structures and material in ground contact from attack by subterranean termites (Isoptera) with a physical barrier, a fine mesh of high grade stainless steel. Sociobiology 24:1–16

    Google Scholar 

  4. 4.

    Arnason JT, MacKinnon S, Durst A, Philogène BJR, Hasbun C, Sanchez P, Poveda L, San Roman L, Isman MB, Satasook C, Towers GHN, Wiriyachitra P. McLaughlin JL (1993) Insecticides in tropical plants with non-neurotoxic modes of action. In: Downum KR, Romeo JT, Stafford HA (eds) Phytochemical potential of tropical plants. Plenum, New York, pp 107–132

    Google Scholar 

  5. 5.

    Malterud KE, Bremnes TE, Faegri A, Moe T, Dugstad EKS, Anthonsen T, Henriksen LM (1985) Flavonoids from the wood ofSalix caprea as inhibitors of wood-destroying fungi. J Nat Prod 48:559–563

    CAS  Article  Google Scholar 

  6. 6.

    Elliger CA, Chan BC, Waiss AC Jr (1980) Flavonoids as larval growth inhibitors. Naturwissenshaften 67:358–360

    CAS  Article  Google Scholar 

  7. 7.

    Wolcott GN (1953) Stilbene and comparable materials for dry wood termite control. J Econ Entomol 46:374–375

    CAS  Article  Google Scholar 

  8. 8.

    Doi S, Takahashi M, Yoshimura T, Kubota T, Adachi A (1998) Attraction of steamed Japanese larch [Larix leptolepis (Sieb. et Zucc.) Gord.] heartwood to a subterranean termiteCoptotermes formosanus Shiraki (Isoptera: Rhinotermitidae). Holzforschung 52:7–12

    CAS  Article  Google Scholar 

  9. 9.

    Doi S, Kurimoto Y, Ohmura W, Ohara S, Aoyama M, Yoshimura T (1999) Effects of heat treatments of wood on the feeding behaviour of two subterranean termites. Holzforschung 53:225–229

    CAS  Article  Google Scholar 

  10. 10.

    Ohmura W, Ohara S, Doi S, Aoyama M (1997) Feeding preference substances in steamed Japanese larch [Larix leptolepis (Sieb. et Zucc.) Gord.] heartwood (in Japanese). In: Abstracts of the 47th annual meeting of Japan Wood Research Society, Kochi, p 413

  11. 11.

    Ohmura W, Doi S, Aoyama M, Ohara S (1999) Components of steamed and nonsteamed Japanese larch [Larix leptolepis (Sieb. et Zucc.) Gord.] heartwood affecting the feeding-behavior of the subterranean termite,Coptotermes formosanus Shiraki (Isoptera: Rhinotermitidae). Holzforschung (in press)

  12. 12.

    Takabatake K (1997) Studies on effects of water extracts from Karamatsu (larch wood) on mycelial growth of edible basidiomycete fungi (in Japanese). J Toyama Forestry For Prod Res Center 10:3–53

    Google Scholar 

  13. 13.

    Takehara T, Sasaya T (1979) Studies on the extractives of larch: phenolic constituents from sapwood ofLarix leptolepis Gord. (in apanese). Res Bull College Exp For Coll Agric Hokkaido Univ 36:681–693

    CAS  Google Scholar 

  14. 14.

    Hasegawa M, Shirato T (1957) Flavonoids of variousPrunus species. V. The flavonoids in the wood ofPrunus verecunda. J Am Chem Soc 79:450–452

    CAS  Article  Google Scholar 

  15. 15.

    Liu YL, Ho DK, Cassady JM (1992) Isolation of potential cancer chemopreventive agents fromEriodictyon californicum. J Nat Prod 55:357–363

    CAS  Article  PubMed  Google Scholar 

  16. 16.

    Mizuno M, Kojima H, Tanaka T, Iinuma M, Kimura R, Zhi-da M, Murata H (1987) Phenolic constituents from seed ofCoptis japonica var.dissecta. Phytochemistry 26:2071–2074

    CAS  Article  Google Scholar 

  17. 17.

    Pelter A, Ward RS (1978) The carbon-13 nuclear magnetic resonance spectra of isoflavones. J Chem Soc [Perkin Trans I] 1978:666–668

    Article  Google Scholar 

  18. 18.

    Heller W, Forkmann G (1988) Biosynthesis. In: Harbone JB (ed) The flavonoids, advances in research. Chapman & Hall, London, pp 399–425

    Google Scholar 

  19. 19.

    Stafford HA (1990) Flavonoid metabolism. CRC Press, Boca Raton, pp 1–13

    Google Scholar 

  20. 20.

    Sears KD, Casebier RL, Hergert HL (1974) The structure of catechinic acid: a base rearrangement product of catechin. J Org Chem 39:3244–3247

    CAS  Article  Google Scholar 

  21. 21.

    Daniewski WM, Gumulka M, Przesmycka D, Ptaszynska K, Bloszyk E, Drozdz B (1995) Sesquiterpenes ofLactarius origin, antifeedant structure-activity relationships. Phytochemistry 38: 1161–1168

    CAS  Article  Google Scholar 

  22. 22.

    Sandermann W, Dietrichs HH (1957) Untersuchungen über termitenresistente. Holz Roh Werkstoff 15:281–297

    CAS  Article  Google Scholar 

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Correspondence to Wakako Ohmura.

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Ohmura, W., Doi, S., Aoyama, M. et al. Antifeedant activity of flavonoids and related compounds against the subterranean termiteCoptotermes formosanus Shiraki. J Wood Sci 46, 149–153 (2000). https://doi.org/10.1007/BF00777362

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Key words

  • Flavonoids
  • Termite
  • Antifeedant activity Structure-activity relations