Volatile and non-volatile monoterpenes produced by elicitor-stimulated Cupressus lusitanica cultured cells

Journal of Plant Physiology

Volumn 166, Issue 7, 2009, Pages 720-728

  De Alwis, Ransika ^a   Fujita, Koki ^a   Ashitani, Tatsuya ^a,b   Kuroda, Ken'ichi ^a  

^a KYUSHU UNIVERSITY   (Japan)

^b YAMAGATA UNIVERSITY   (Japan)

Author keywords

Thujaplicin; Cell culture; Cupressus lusitanica; Emission; Monoterpene synthase

Indexed keywords

BETA-THUJAPLICIN; CELL EXTRACT; DRUG DERIVATIVE; TERPENE; THUJAPLICIN; TROPOLONE;

ARTICLE; CELL CULTURE; CHEMISTRY; CUPRESSUS; CYTOLOGY; DRUG EFFECT; ENZYMOLOGY; MASS FRAGMENTOGRAPHY; METABOLISM; SOLID PHASE MICROEXTRACTION; TIME; VOLATILIZATION; YEAST;

CELL EXTRACTS; CELLS, CULTURED; CUPRESSUS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; MONOTERPENES; SOLID PHASE MICROEXTRACTION; TIME FACTORS; TROPOLONE; VOLATILIZATION; YEASTS;

CUPRESSUS; CUPRESSUS LUSITANICA;

EID: 63549097657     PISSN: 01761617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jplph.2008.09.009     Document Type: Article

References (33)

1. Adams R.P. Identification of essential oil components by gas chromatography/quadrapole mass spectroscopy (2001), Allured Publishing, Carol Stream
2. Aharoni A., Giri A.P., Verstappen F.W.A., Bertea C.M., Sevenier R., Sun Z., et al. Gain and loss of fruit flavor compounds produced by wild and cultivated strawberry species. Plant Cell 16 (2004) 3110-3131
3. Alonzo G., Saiano F., Tusa N., and Fatta Del Bosco S. Analysis of volatile compounds released from embryogenic cultures and somatic embryos of sweet oranges by headspace SPME. Plant Cell Tissue Org Cult 66 (2001) 31-34
4. Arimura G., Ozawa R., Nishioka T., Boland W., Koch T., Kühnemann F., et al. Herbivore-induced volatiles induce the emission of ethylene in neighboring lima bean plants. Plant J 29 (2002) 87-98
5. Arimura G., Huber D.P.W., and Bohlmann J. Forest tent caterpillars (Malacosoma disstria) induce local and systemic diurnal emissions of terpenoid volatiles in hybrid poplar (populus trichocarpa x deltoides): cDNA cloning, functional characterization, and pattern of gene expression of (-)-germacrene D synthase. ptdTPS1. Plant J 37 (2004) 603-616
6. Bohlmann J., Meyer-Gauen G., and Croteau R. Plant terpenoid synthases: molecular biology and phylogenetic analysis. Proc Natl Acad Sci USA 95 (1998) 4126-4133
7. Chang J.H., Shin J.H., Chung I.S., and Lee H.J. Improved menthol production from chitosan-elicited suspension culture of Mentha piperita. Biotechnol Lett 20 (1998) 1097-1099
8. Croteau R., and Gershenzon J. Genetic control of monoterpene biosynthesis in mints (Mentha: lamiaceae). Recent Adv Phytochem 28 (1994) 193-229
9. Dudareva N., Martin D., Kish C.M., Kolosova N., Gorenstein N., Fäldt J., et al. (E)-β-Ocimene and myrcene synthase genes of floral scent biosynthesis in snapdragon: function and expression of three terpene synthase genes of a new terpene synthase subfamily. Plant Cell 15 (2003) 1227-1241
10. Erdtman H., and Gripenberg J. Antibiotic substances from the heartwood of Thuja plicata Don II. The constitution of γ-thujaplicin. Acta Chem Scand 2 (1948) 625-638
11. Espinosa-Garcia F.J., and Langenheim J.H. Effects of sabinene and γ-terpinene from coastal redwood leaves acting singly or in mixtures on the growth of some of their fungus endophytes. Biochem Syst Ecol 19 (1991) 643-650
12. Fujita K., Yamaguchi T., Itose R., and Sakai K. Biosynthetic pathway of β-thujaplicin in the Cupressus lusitanica cell culture. J Plant Physiol 156 (2000) 462-467
13. Gamborg O.L., Miller R.A., and Ojima K. Nutrient requirements of suspension cultures of soybean root cells. Exp Cell Res 50 (1968) 151-158
14. Haluk J., and Roussel C. Characterization and origin of tropolones responsible for the cupressales natural durability: potential application to wood preservation. Ann For Sci 57 (2000) 819-829
15. Herber D.P.W., Philippe R.N., Godard K.A., Sturrock R.N., and Bohlmann J. Characterization of four terpene synthase cDNAs from methyl jasmonate-induced Douglas-fir, Pseudotsuga menziesii. Phytochemistry 66 (2005) 1427-1439
16. Ibrahim M.A., Oksanen E.J., and Holopainen J.K. Effects of limonene on the growth and physiology of cabbage (Brassica oleracea L) and carrot (Daucus carota L) plants. J Sci Food Agric 84 (2004) 1319-1326
17. Inada S., Tsutsumi Y., and Sakai K. Elicitor of the β-thujaplicin accumulation in callus cultures of Cupressus lusitanica. J Fac Agr Kyushu Univ 38 (1993) 119-126
18. Itose R., and Sakai K. Improved culture conditions for the production of β-thujaplicin by suspension cell cultures of Cupressus lusitanica. Plant Biotechnol 14 (1997) 163-167
19. Kost C., and Heil M. Herbivore-induced plant volatiles induce an indirect defence in neighbouring plants. J Ecol 94 (2006) 619-628
20. Kuiate J.R., Bessiere J.M., Vilarem G., and Zollo P.H. Chemical composition and antidermatophytic properties of the essential oils from leaves, flowers and fruits of Cupressus lusitanica Mill. from Cameroon. Flavour Fragrance J 21 (2006) 693-697
21. Lewinsohn E., Worden E., and Croteau R. Monoterpene cyclases in grand fir callus cultures: modulation by elicitors and growth regulators. Phytochemistry 36 (1994) 651-656
22. Maes K., and Debergh P.C. Volatiles emitted from in vitro grown tomato shoots during abiotic and biotic stress. Plant Cell Tissue Org Cult 75 (2003) 73-78
23. Maes K., Vercammen J., Pham-Tuan H., Sandra P., and Debergh P.C. Critical aspects for the reliable head space analysis of plants cultivated in vitro. Phytochem Anal 12 (2001) 153-158
24. Matsunaga Y., Fujita K., Yamada J., Ashitani T., and Sakai K. Monoterpenes produced by Cupressus lusitanica cultured cells including a novel monoterpene (1s, 2s, 6s)-(+)-1,6-epoxy-4(8)-p-menthen-2-ol. Nat Prod Res 17 (2003) 441-443
25. Nozoe T., and Katsura S. Hinokitiol no kouzounitsuite. Yakugaku Zasshi 64 (1944) 181-185 [in Japanese]
26. Paré P.W., and Tumlinson J.H. Plant volatiles as a defense against insect herbivores. Plant Physiol 121 (1999) 325-331
27. Paschold A., Halitschke R., and Baldwin I.T. Using 'mute' plants to translate volatile signals. Plant J 45 (2006) 275-291
28. Predieri S., and Rapparini F. Terpene emission in tissue culture. Plant Cell Tissue Org Cult 91 (2007) 87-95
29. Rajaonarivony J.I.M., Gershenzon J., and Croteau R. Characterization and mechanism of (4S)-limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint (Mentha X piperita). Arch Biochem Biophys 296 (1992) 49-57
30. Yamada J., Fujita K., and Sakai K. Feedback regulation of β-thujaplicin production and formation of its methyl ether in a suspension culture of Cupressus lusitanica. Phytochemistry 60 (2002) 447-450
31. Yamaguchi T., Fujita K., and Sakai K. Biological activity of extracts from Cupressus lusitanica cell culture. J Wood Sci 45 (1999) 170-173
32. Yassaa N., and Williams J. Enantiomeric monoterpene emissions from natural and damaged Scots pine in a boreal coniferous forest measured using solid-phase microextraction and gas chromatography/mass spectrometry. J Chromatogr 1141 (2007) 138-144
33. Zhao J., Matsunaga Y., Fujita K., and Sakai K. Signal transduction and metabolic flux of β-thujaplicin and monoterpene biosynthesis in elicited Cupressus lusitanica cell cultures. Metab Eng 8 (2006) 14-29