Skip to main content
Log in

Differential allelochemical detoxification mechanism in tissue cultures ofAntennaria microphylla andEuphorbia esula

  • Published:
Journal of Chemical Ecology Aims and scope Submit manuscript

Abstract

Callus and suspension cultures ofAntennaria microphylla (small everlasting) and the noxious weedEuphorbia esula (leafy spurge) can glucosylate benzene-1,4-diol (hydroquinone) to the corresponding monoglucoside, arbutin. HPLC analysis of extracts from callus tissue corroborates the presence of hydroquinone in the cells of small everlasting. Constitutive levels of a UDPG-dependent glucosyltransferase were detected in cell-free extracts of this tissue. Although this detoxification enzyme was induced in leafy spurge suspension culture cells grown in the presence of hydroquinone, the activity was six-fold lower than that measured in small everlasting. Differential ability to detoxify hydroquinone provides a basis for the observed allelopathic interaction between small everlasting and leafy spurge.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Anderson, J.D. andHough, L. 1960. The reaction of carbohydrases with phenolic glucosides.Biochem. J. 77:564–567.

    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.Anal. Biochem. 72:248–254.

    Google Scholar 

  • Davis, D.G., Wergin, W.P., andDusbabek, K.E. 1978. Effects of organic solvents on growth and ultrastructure of plant cell suspensions.Pestic. Biochem. Physiol 8:84–87.

    Google Scholar 

  • Glass, A.D.M., andBohm, B.A. 1971. The uptake of simple phenols by barley roots.Planta 100:93–105.

    Google Scholar 

  • Hogan, M.E., andManners, G.D. 1990. Allelopathy of small everlasting (Antennaria microphylla) to leafy spurge (Euphorbia esula) in tissue culture.J. Chem. Ecol. 16(3):931–939.

    Google Scholar 

  • Kleinhofs, A., Haskins, F.A. andGorz, H.J. 1967. Trans-o-hydroxycinnamic acid glucosylation in cell-free extracts ofMelilotus alba.Phytochemistry 6:1313–1318.

    Google Scholar 

  • Manners, G.D. 1987. The role of phytochemistry in attacking the leafy spurge (Euphorbia esula) problem, pp. 228–237, in G.R. Waller (ed.). Allelochemicals: Role in Agriculture and Forestry. ACS Symposium Series 330. American Chemical Society, Washington, DC.

    Google Scholar 

  • Manners, G.D., andGalitz, D.S. 1985. Allelopathy of small everlasting (Antennaria microphylla): Identification of constituents phytotoxic to leafy spurge (Euphorbia esula).Weed Sci. 34:8–12.

    Google Scholar 

  • Miles, C.D., andHagen, C.W. 1968. The differentiation of pigmentation in flower parts, IV. Flavanoid elaborating enzymes from petals ofImpatiens balsamina.Plant Physiol. 43:1347–1354.

    Google Scholar 

  • Pridham, J.B. 1964. The phenol glucosylatin reaction in the plant kingdom.Phytochemistry 3:493–497.

    Google Scholar 

  • Pridham, J.B., andSaltmarsh, M.J. 1963. The biosynthesis of phenolic glucosides in plants.Biochem. J. 87:218–224.

    Google Scholar 

  • Suzuki, T., Yoshioka, T., Tabata, M., andFujita, Y. 1987. Potential ofDatura innoxia cell suspension cultures for glucosylating hydroquinone.Plant Cell Rep. 6:275–278.

    Google Scholar 

  • Tabata, M., Ikeda, F., Hiraoka, N., andKonoshima, M. 1976. Glucosylation of phenolic compounds byDatura innoxia suspension cultures.Phytochemistry 15:1225–1229.

    Google Scholar 

  • Tabata, M., Umetani, Y., Ooya, M., andTanaka, S. 1988. Glucosylation of phenolic compounds by plant cell cultures.Phytochemistry 27(3):809–813.

    Google Scholar 

  • Takiura, K., Yamamoto, M., Miyaji, Y., Takai, H., Honda, S., andYuki, H. 1974. Studies of oligosaccharides. XV. Syntheses of hydroquinone glycosides of gentio oligosaccharides.Chem. Pharmacol. Bull. 22(10):2451–2454.

    Google Scholar 

  • Ushiyama, M., andFuruya, T. 1989. Glucosylation of phenolic compounds by root culture ofPanax ginseng.Phytochemistry 28(11):3009–3013.

    Google Scholar 

  • Yamaha, T., andCardini, C.E. 1960a. The biosynthesis of plant glycosides. I. Monoglucosides.Biochim. Biophys. Acta 86:127.

    Google Scholar 

  • Yamaha, T., andCardini, C.E. 1960b. The biosynthesis of plant glycosides. II. Gentiobiosides.Biochim. Biophys. Acta 86:133–137.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Hogan, M.E., Manners, G.D. Differential allelochemical detoxification mechanism in tissue cultures ofAntennaria microphylla andEuphorbia esula . Journal of Chemical Ecology 17, 167–174 (1991). https://doi.org/10.1007/BF00994430

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00994430

Key Words

Navigation