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Phytotoxic Effects of Leukamenin E (an ent-kaurene diterpenoid) on Root Growth and Root Hair Development in Lactuca sativa L. seedlings

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Abstract

Leukamenin E, an ent-kaurene diterpenoid isolated from Isodon racemosa (Hemsl) Hara, showed phytotoxic effects on root growth and root hair development of lettuce seedlings (Lactuca sativa L.). Lower concentrations (10 µM) of leukamenin E did not affect root growth, but at concentrations higher than 50 µM, the rate was inhibited. The influence of leukamenin E on root growth rate was closely correlated with alterations in the mitotic index. A low incidence of aberrant mitosis image was observed when lettuce roots were treated with higher concentrations (100 and 200 µM) of leukamenin E. This suggests that inhibition of root growth may be due to inhibition of cell division. All tested concentrations of the diterpenoid (10 µM or more) inhibited root hair development in a dose-dependent manner. At a concentration of 80 µM, leukamenin E completely blocked root hair initiation. Application of Ag+—an ethylene action inhibitor—to lettuce seedlings inhibited root hair elongation similar to the diterpenoid. Enhanced root hair length was stimulated by exogenous ethephon—an ethylene-releasing agent—and could be reversed by addition of leukamenin E. This suggests that leukamenin E may act as a potential ethylene action antagonist in the inhibition of lettuce root hair development. We conclude that leukamenin E may curb root hair development by interfering with ethylene action at concentrations above 10 µM and inhibits root growth via inhibition of cell division at concentrations above 50 µM.

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References

  • Abrahim, D., Braguini, W. L., Kelmer-Bracht, A. M., and Ishii-Iwamoto, E. L. 2000. Effects of four monoterpenes on germination, primary root growth, and mitochondrial respiration of maize. J. Chem. Ecol. 26:611–624.

    Article  CAS  Google Scholar 

  • Abrahim, D., Takahashi, L., Kelmer-Bracht, A. M., and Ishii-Iwamoto, E. L. 2003. Effects of phenolic acids and monoterpenes on the mitochondrial respiration of soybean hypocotyls axes. Allelopathy J. 11:21–30.

    Google Scholar 

  • Aerts, R., Boot, R. G. A., and Van Der Aart, P. J. M. 1991. The relation between above- and belowground biomass allocation patterns and competitive ability. Oecologia 87:4551–559.

    Article  Google Scholar 

  • Akinboro, A., and Bakare, A. A. 2007. Cytotoxic and genotoxic effects of aqueous extracts of five medicinal plants on Allium cepa Linn. J. Ethnopharmacol. 112:470–475.

    Article  PubMed  CAS  Google Scholar 

  • Bibikova, T., and Gilroy, S. 2003. Root hair development. J. Plant Growth Regul. 21:383–415.

    Article  Google Scholar 

  • Borboa, L., and De La Torre, C. 2000. Adaptation to Cd (II) and Zn (II), and the caffeine-potentiated override of the G2 block induced by the checkpoint activated by DNA damage. Plant Biosyst. 134:3–9.

    Article  Google Scholar 

  • Cangiano, T., Dellagreca, M., Fiorentino, A., Isidori, M., Monaco, P., and Zarrelli, A. 2002. Effect of ent-labdane diterpenes from Potamogetonaceae on Selenastrum capricornutum and other aquatic organisms. J. Chem. Ecol. 28:1091–1102.

    Article  PubMed  CAS  Google Scholar 

  • Den Boer, B. G. W., and Murray, J. A. H. 2000. Triggering the cell cycle in plants. Trends Cell Biol. 10:245–250.

    Article  PubMed  CAS  Google Scholar 

  • Ding, L., Liu, G. A., Wang, L., Sun, K., and Wang, H. 2006. Cytotoxic ent-kaurane diterpenoids from Isodon racemosa (Hemsl) Hara. Indian J. Chem. 45:548–551.

    Google Scholar 

  • Fusconi, A., Gallo, C., and Camusso, W. 2007. Effects of cadmium on root apical meristems of Pisum sativum L.: cell viability, cell proliferation and microtubule pattern as suitable markers for assessment of stress pollution. Mutat. Res. 632:9–19.

    PubMed  CAS  Google Scholar 

  • Han, Q. B., Zhang, J. X., Lu, Y., Wu, Y. S., Zheng, Q. T., and Sun, H. D. 2004. A novel cytotoxic oxetane ent-kauranoid from Isodon japonicus. Planta Med. 70:581–584.

    Article  PubMed  CAS  Google Scholar 

  • Jiang, B., Lu, Z. Q., Hou, A. J., Zhao, Q. S., and Sun, H. D. 1999. ent-Kaurane diterpenoids from Isodon lungshengensis. J. Nat. Prod. 62:941–945.

    Article  PubMed  CAS  Google Scholar 

  • Kamaluddin, M., and Zwiazek, J. J. 2002. Ethylene enhances water transport in hypoxic aspen. Plant Physiol. 128:962–969.

    Article  PubMed  CAS  Google Scholar 

  • Koitabashi, R., Suzuki, T., Kawazu, T., Sakai, A., Kuroiwa, H., and Kuroiwa, T. 1997. 1,8-cineole inhibits root growth and DNA synthesis in the root apical meristem of Brassica campestris L. J. Plant Res. 110:1–6.

    Article  CAS  Google Scholar 

  • König, G. M., Wright, A. D., Aust, H.-J., Draeger, S., and Schulz, B. 1999. Geniculol, a new biologically active diterpene from the endophytic fungus Geniculosporium sp. J. Nat. Prod. 62:155–157.

    Article  PubMed  Google Scholar 

  • Li, H. J., and Guo, H. W. 2007. Molecular basis of the ethylene signaling and response pathway in Arabidopsis. J. Plant Growth Regul. 26:106–117.

    Article  Google Scholar 

  • Macías, F. A., Molinillo, J. M. G., Galindo, J. C. G., Varela, R. M., Torres, A., and Simonet, A. M. 1999. Terpenoids with potential use as natural herbicide templates, pp. 15–31, in H. G. Cutler, and S. J. Cutler (eds.). Biologically Active Natural Products: AgrochemicalsCRC, Boca Raton.

    Google Scholar 

  • Macías, F. A., Varela, R. M., Simonet, A. M., Cutler, H. G., Cutler, S. J., Ross, S. A., Dunbar, D. C., Dugan, F. M., and Hill, R. A. 2000. (+)-Brevione A. The first member of a novel family of bioactive spiroditerpenoids isolated from Penicillium brevicompactum Dierckx. Tetrahedron Lett. 41:2683–2686.

    Article  Google Scholar 

  • Morales-Flores, F., Aguilar, M. I., King-Díaz, B., De Santiago-Gómez, J.-R., and Lotina-Hennsen, B. 2007. Natural diterpenes from Croton ciliatoglanduliferus as photosystem II and photosystem I inhibitors in spinach chloroplasts. Photosynth. Res. 91:71–80.

    Article  PubMed  CAS  Google Scholar 

  • Nishida, N., Tamotsu, S., Nagata, N., Saito, C., and Sakai, A. 2005. Allelopathic effects of volatile monoterpenoids produced by Salvia leucophylla: inhibition of cell proliferation and DNA synthesis in the root apical meristem of Brassica campestris seedlings. J. Chem. Ecol. 31:1187–1203.

    Article  PubMed  CAS  Google Scholar 

  • Pan, J. W., Zhu, M. Y., and Chen, H. 2001. Aluminum-induced cell death in root-tip cells of barley. Envir. Exp. Bot. 46:71–79.

    Article  CAS  Google Scholar 

  • Parker, J. S., Cavell, A. C., Dolan, L., Roberts, K., and Grierson, C. S. 2000. Genetic interactions during root hair morphogenesis in Arabidopsis. Plant Cell 12:1961–1974.

    Article  PubMed  CAS  Google Scholar 

  • Rasmussen, J. A., and Einhellig, F. A. 1979. Inhibitory effects of combinations of three phenolic acids on grain sorghum germination. Plant Sci. Lett. 14:69–74.

    Article  CAS  Google Scholar 

  • Rodríguez, F. I., Esch, J. J., Hall, A. E., Binder, B. M., Schaller, G. E., and Bleecker, A. B. 1999. A copper cofactor for the ethylene receptor ETR1 from Arabidopsis. Science 283:996–998.

    Article  PubMed  Google Scholar 

  • Romagni, J. G., Allen, S. N., and Dayan, F. E. 2000. Allelopathic effects of volatile cineoles on two weedy plant species. J. Chem. Ecol. 26:303–313.

    Article  CAS  Google Scholar 

  • Ryan, E., Steer, M., and Dolan, L. 2001. Cell biology and genetics of root hair formation in Arabidopsis thaliana. Protoplasma 215:140–149.

    Article  PubMed  CAS  Google Scholar 

  • Sisler, E. C., Grichko, V. P., and Serek, M. 2006. Interaction of ethylene and other compounds with the ethylene receptor: Agonists and antagonists, in N. A. Khan (ed.). Ethylene Action in PlantsSpringer, Heidelberg.

    Google Scholar 

  • Sun, H. D., Xu, Y. L., and Jiang, B. 2001. Diterpenoids from Isodon Species. Science, Beijing.

    Google Scholar 

  • Suzuki, I., Kondoh, M., Nagashima, F., Fujii, M., Asakawa, Y., and Watanabe, Y. 2004. A comparison of apoptosis and necrosis induced by ent-kaurene type diterpenoids in HL-60 cells. Planta Med. 70:401–406.

    Article  PubMed  CAS  Google Scholar 

  • Takeda, Y., Fujita, T., and Ueno, A. 1981. Structure of Leukamenins. Chem. Lett. 10:1229–1232.

    Article  Google Scholar 

  • Tengchaisri, T., Chawengkirttikul, R., Rachaphaew, N., Reutrakul, V., Sangsuwan, R., and Sirisinha, S. 1998. Antitumor activity of triptolide against cholangiocarcinoma growth in vitro and in hamsters. Cancer Lett. 133:169–175.

    Article  PubMed  CAS  Google Scholar 

  • Yang, X. H., Owens, T. G., Scheffler, B. E., and Weston, L. A. 2004. Manipulation of root hair development and sorgoleone production in sorghum seedlings. J. Chem. Ecol. 30:199–213.

    Article  PubMed  CAS  Google Scholar 

  • Zunino, M. P., and Zygadlo, J. A. 2004. Effect of monoterpenes on lipid oxidation in maize. Planta 219:303–309.

    Article  PubMed  CAS  Google Scholar 

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Acknowledgements

This research was supported by the Key Project of Chinese Ministry of Education (No. 208147). Gratitude is also given to the two anonymous reviewers and editors whose suggestions greatly improved the manuscript.

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Correspondence to Lan Ding.

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Lan Ding and Linlin Qi contributed equally to this work.

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Ding, L., Qi, L., Jing, H. et al. Phytotoxic Effects of Leukamenin E (an ent-kaurene diterpenoid) on Root Growth and Root Hair Development in Lactuca sativa L. seedlings. J Chem Ecol 34, 1492–1500 (2008). https://doi.org/10.1007/s10886-008-9556-6

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  • DOI: https://doi.org/10.1007/s10886-008-9556-6

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