Skip to main content
Journal of Wood Science

Official Journal of the Japan Wood Research Society

Download PDF
  • Original Article
  • Published:

Inhibition activity of essential oils obtained from Japanese trees against Skeletonema costatum

Journal of Wood Science volume 57, pages 520–525 (2011)Cite this article

Abstract

The growth inhibition activities of essential oils obtained from Cryptomeria japonica, Chamaecyparis obtusa, and Pinus thunbergii were examined against the bacillariophyceae Skeletonema costatum, also known as red tide plankton. The essential oils were extracted from the heartwood, leaves, and bark of these typical indigenous Japanese conifers. The essential oils from C. japonica bark and P. thunbergii heartwood possessed strong growth inhibition activity. The chemical compositions of these essential oils were analyzed by gas chromatography/flame ionization detection (GC-FID) and gas chromatography/mass spectrometry (GC-MS). α-Terpineol and longifolene were the main components of the essential oil from P. thunbergii heartwood. The C. japonica bark essential oil was mainly composed of α-terpineol, δ-cadinene, isophyllocladene, and ferruginol. Ferruginol and longifolene showed more potent growth inhibition against S. costatum than hinokitiol (β-thujaplicine), which is known to be a strong antifungal compound among wood components. Ferruginol and longifolene were important factors for the growth inhibition activity of the essential oils from C. japonica bark and P. thunbergii heartwood, respectively. These results suggest the possibility of using C. japonica bark and P. thunbergii heartwood for the control of red tide plankton.

References

  1. Tsuruta A, Ueno S, Ohgai M, Yamada M (1987) Seasonal and horizontal distributions of phytoplanktonic diatom Skeletonema costatum (Grev.) Cleve in Yatsushiro sea. Nippon Suisan Gakkaishi 53:141–144

    Article  Google Scholar 

  2. Tang DL, Di BP, Wei G, Ni IH, Oh IS, Wang SF (2006) Spatial, seasonal and species variations of harmful algal blooms in the south Yellow Sea and east China Sea. Hydrobiologia 568:245–253

    Article  Google Scholar 

  3. Wu H, Gao K, Wu H (2009) Responses of a marine red tide alga Skeletonema costatum (Bacillariophyceae) to long-term UV radiation exposures. J Photochem Photobiol B: Biol 94:82–86

    Article  CAS  Google Scholar 

  4. Wada M (2002) The red tide extermination by the clay spraying. Bull Jpn Soc Sci Fish 68:770–771

    Google Scholar 

  5. Maeda H, Hodokawa K (2008) Suppression of red tide by chemical. Bull Jpn Soc Sci Fish 74:446–448

    Article  Google Scholar 

  6. Nagasaki K (1998) Possible use of algicidal viruses as microbiological agents against harmful algal blooms. Microb Ecol 13:109–113

    Article  Google Scholar 

  7. Tanaka H, Ohtsuka T (2000) Elimination of red tide water (Prorocentrum minimum) by using Ruditapes philippinarum (in Japanese with English abstract). LAGUNA 7:77–79

    CAS  Google Scholar 

  8. Kakisawa H, Asari F, Kusumi T, Toma T, Sakurai T, Oohusa T, Hara Y, Chihara M (1988) An allelopathic fatty acid from the brown alga Cladosiphon okamuranus. Phytochemistry 27:731–735

    Article  CAS  Google Scholar 

  9. Kajiwara T, Ochi S, Kodama K, Matsui K, Hatanaka A, Fujimura T, Ikeda T (1992) Cell-destroying sesquiterpenoid from red tide of Gymnodinium nagasakiense. Phytochemistry 31:783–785

    Article  CAS  Google Scholar 

  10. Wang RJ, Tang XX, Sun JH (2008) Allelopathic effects of Corallina pilulifera on red tide microalgae Heterosigma akashiwo. Chin J Appl Ecol 19:2322–2326

    Google Scholar 

  11. Kessler CT (1989) Effect of juglone on freshwater algal growth. J Chem Ecol 15:2127–2134

    Article  CAS  PubMed  Google Scholar 

  12. Sasao A, Matsuo H, Tanaka Y (2001) Inhibitory effect of tea (Camellia sinensis (L.) O. Kuntze var. sinensis) liquor/extract on blue-green algal growth. Jpn J Limnol 62:115–122

    Article  CAS  Google Scholar 

  13. Nakai S, Inoue Y, Lee BD, Hosomi M (2002) Inhibitory effects of plant-produced phenols on algal growth. Jpn J Limnol 63: 201–207

    Article  CAS  Google Scholar 

  14. Dellagreca M, Isidori M, Lavorgna M, Monaco P, Previtera L, Zarrelli A (2004) Bioactivity of phenanthrenes from Juncus acutus on Selenastrum capricornutum. J Chem Ecol 30:867–879

    Article  CAS  PubMed  Google Scholar 

  15. Cowan MM (1999) Plant products as antimicrobial agents. Clin Microbiol Rev 12:564–582

    CAS  PubMed  PubMed Central  Google Scholar 

  16. Hammer KA, Carson CF, Riley TV (1999) Antimicrobial activity of essential oils and other plant extracts. J Appl Microbiol 86:985–990

    Article  CAS  PubMed  Google Scholar 

  17. Chang ST, Wang SY, Wu CL, Chen PF, Kuo YH (2000) Comparison of the antifungal activity of cadinane skeletal sesquiterpenoids from Taiwania (Taiwania cryptomerioides Hayata) heartwood. Holzforschung 54:241–245

    CAS  Google Scholar 

  18. Yu JQ, Komada H, Yokoyama H, Yamamoto M, Terada T, Matsui Y (1997) Sugi (Cryptomeria japonica D. Don) bark, a potential growth substrate for soilless culture with bioactivity against some soilborne diseases. J Horticul Sci 72:989–996

    Article  Google Scholar 

  19. Chang CW, Chang WL, Chang ST, Cheng SS (2008) Antibacterial activities of plant essential oils against Legionella pneumophila. Water Res 42:278–286

    Article  CAS  PubMed  Google Scholar 

  20. Lee JH, Lee BK, Kim JH, Lee SH, Hong SK(2009) Comparison of chemical compositions and antimicrobial activities of essential oils from three conifer trees: Pinus densiflora, Cryptomeria japonica, and Chamaecyparis obtusa. J Microbiol Biotechnol 19: 391–396

    Article  Google Scholar 

  21. Cheng SS, Chang HT, Wu CL, Chang ST (2007) Anti-termitic activities of essential oils from coniferous trees against Coptotermes formosanus. Bioresour Technol 98:456–459

    Article  CAS  PubMed  Google Scholar 

  22. Cheng SS, Chua MT, Chang EH, Huang CG, Chen WJ, Chang ST (2009) Variations in insecticidal activity and chemical compositions of leaf essential oils from Cryptomeria japonica at different ages. Bioresour Technol 100:465–470

    Article  CAS  PubMed  Google Scholar 

  23. Yoshitome R, Yamauchi M, Yamamoto H, Shindo K (2003) Study on utilizing of wood wastes (3) — The property of the ingredients to suppress the growth of plants in the bark. Annu Rep Ehime Prefect Inst Public Health Environ Sci 6:55–60

    CAS  Google Scholar 

  24. Yatagai M, Takahashi T (1983) An approach to biomass utilization I. Mokuzai Gakkaishi 29:274–279

    CAS  Google Scholar 

  25. Nagahama S, Iwaoka T, Ashitani T (2000) Terpenoids of wood oil of sugi (Cryptomeria japonica) VI. Mokuzai Gakkaishi 46: 225–230

    CAS  Google Scholar 

  26. Ashitani T, Ujike M, Nagahama S, Ueno T, Sakai K (2001) Characterization of sugi (Cryptomeria japonica) bark extracts. Mokuzai Gakkaishi 47:276–281

    CAS  Google Scholar 

  27. Matsui T, Matsushita Y, Sugamoto K, Yano H (2004) Isolation of terpenoids from sugi (Cryptomeria japonica) wood and chemical conversion of ferruginol. Mem Fac Eng Miyazaki Univ 33:63–73

    CAS  Google Scholar 

  28. Yoshikuni Y, Martin VJ, Ferrin TE, Keasling JD (2006) Engineering cotton (+)-δ-cadinene synthase to an altered function: germacrene D-4-ol synthase. Chem Biol 13:91–98

    Article  CAS  PubMed  Google Scholar 

  29. Davis GD, Essenberg M, Berlin KD, Faure R, Gaydou EM (1996) Complete 1H and 13C NMR spectral assignment of δ-cadinene, bicyclic sesquiterpene hydrocarbon. Magn Reson Chem 34:156–161

    Article  CAS  Google Scholar 

  30. Lei B, Fallis AG (1993) Cycloaddition routes to tricyclo[5.4.01,7.02,9] undecanes: A direct total synthesis of (+)-longifolene via an intramolecular Diels-Alder strategy. J Org Chem 58:2186–2195

    Article  CAS  Google Scholar 

  31. Vlad PF, Ungur ND, Barba AN, Tatarova LE, Gatilov YV, Korchagina DV, Bagryanskaya IY, Shmidt EN, Barkash VA (1991) Superacid isomerization of phylloclandene, isophylloclandene, and phylloclandanol. Chem Nat Compd 27:301–308

    Article  Google Scholar 

  32. Macmillan J, Walker ERH (1972) Terpenoids. Part II. Some ring D derivatives of 13β-kaurane. J C S Perkin I 7:981–985

    Article  Google Scholar 

  33. Duc DKM, Fetizon M, Lazare S, Grant PK, Nicholls MJ, Liau HTL, Francis MJ, Poisson J, Bernassau JM, Roque NF, Wovkulich PM, Wenkert E (1981) 13C NMR spectroscopy of tetracarbocyclic diterpenes and related substances. Tetrahedron 37:2371–2374

    Article  Google Scholar 

  34. Nayak UR, Dev S (1960) Hydration of longifolene. Tetrahedron 8:42–48

    Article  CAS  Google Scholar 

  35. Sandermann W, Bruns K (1962) Biogenetische studien, VI Über die biogenese von longifolen in Pinus longifolia Roxb. Chem Ber 95:1863–1865

    Article  CAS  Google Scholar 

  36. Yamaguchi T, Fujita K, Sakai K (1999) Biological activity of extracts from Cupressus lusitanica cell culture. J Wood Sci 45:170–173

    Article  CAS  Google Scholar 

  37. Inamori Y, Nishiguchi K, Matsuo N, Tsujibo H, Baba K, Ishida N (1991) Phytogrowth-inhibitory activities of tropolone and hinokitiol. Chem Pharm Bull 39:2378–2381

    Article  CAS  Google Scholar 

  38. Kofujita H, Fujino Y, Sasaki T, Hasebe M, Ota M, Suzuki K (2001) Antifungal activity of the bark of Cryptomeria japonica and its relevant components. Mokuzai Gakkaishi 47:479–486

    CAS  Google Scholar 

  39. Kofujita H, Fujino Y, Ota M, Takahashi K (2006) Antifungal diterpenes from the bark of Cryptomeria japonica D. Don. Holzforschung 60:20–23

    CAS  Google Scholar 

  40. Kano H, Shibutani S, Hayashi K, Iijima Y, Doi S (2004) Effect of high-temperature drying processes on termite resistance of Sugi (Cryptomeria japonica) heartwood. Mokuzai Gakkaishi 47: 479–486

    Google Scholar 

  41. Kusumoto N, Ashitani T, Hayasaka Y, Murayama T, Ogiyama K, Takahashi K (2009) Antitermitic activities of abietane-type diterpenes from Taxodium distichum cones. J Chem Ecol 35:635–642

    Article  CAS  PubMed  Google Scholar 

  42. Kusumoto N, Ashitani T, Murayama T, Ogiyama K, Takahashi K (2010) Antifungal abietane-type diterpenes from the cones of Taxodium distichum Rich. J Chem Ecol 36:1381–1386

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Faculty of Agriculture, Yamagata University, 1-23 Wakaba-machi, Tsuruoka, Yamagata, 997-8555, Japan

    Kazuya Tsuruta, Yayoi Yoshida, Norihisa Kusumoto, Nobuhiro Sekine, Tatsuya Ashitani & Koetsu Takahashi

Authors
  1. Kazuya Tsuruta
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yayoi Yoshida
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Norihisa Kusumoto
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Nobuhiro Sekine
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Tatsuya Ashitani
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Koetsu Takahashi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Tatsuya Ashitani.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tsuruta, K., Yoshida, Y., Kusumoto, N. et al. Inhibition activity of essential oils obtained from Japanese trees against Skeletonema costatum . J Wood Sci 57, 520–525 (2011). https://doi.org/10.1007/s10086-011-1209-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10086-011-1209-7

Key words