Skip to main content
Log in

Seasonal variation of exudate ofCistus ladanifer

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

Abstract

The production of labdanum exudate byCistus ladanifer L. is highly seasonal, reaching a maximum concentration during summer and a minimum concentration in winter. Because this exudate strongly absorbs in the wavelength range of 260–400 nm (the near-UV-visible range), it may be important biologically as an UV-visible filter. Separation of exudate components has been achieved by reverse-phase high-performance liquid chromatography (HPLC).The retention times of HPLC chromatograms and the spectral characteristics (absorption and fluorescence) of the exudate identify flavonoids as the most relevant chromophores regarding the potency of the exudate as a UV-visible filter. HPLC studies show that kaempferol-3-(O)methyl, kaempferol-3,7-di(O)methyl, and apigenin-4′-(O)methyl are the most enriched flavonoids in the exudate.Other flavonoids [apigenin, apigenin-7-(O)methyl, apigenin-7,4′-di(O)methyl, kaempferol-3,4′-di(O)methyl and kaempferol-3,7,4′-tri(O)methyl] are present in the exudate as minor components, e.g., each contributes by less than 10% to total flavonoids.The ratio of kaempferols to apigenins of the exudate also shows seasonal variation (maximum value in summer and minimum in spring). However, due to the similar absorption spectra of both groups of flavonoids, this has a minor influence on the exudate's ability to filter near-UV-visible radiation.

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

  • Bohm, B.A. 1987. Intraespecific flavonoids variation.Bot. Rev. 53:197–279.

    Google Scholar 

  • Bola¯nos, M.M., andGuinea, E. 1949. Jarales y jara, Ares, Madrid, Spain.

  • Cabezas, J., andEscudero, J.C. 1989. Estudio termométrico de la provincia de Badajoz. Directión General de Investigación, Extensión y Capacitación Agraria, Badajoz, Spain.

  • Cabezas, J.,Nu¯nez, E.,Escudero, J.C., andMarroquín, A. 1983. Estudio pluviométrico de la provincia de Badajoz. Consejería de Agricultura y Comercio, Badajoz, Spain.

  • Caldwell, M.M. 1971. Solar UV irradiation and the growth and development of higher plants, pp.n 131–171,in A.C. Giese (ed.). Photophysiology. Academic Press, New York.

    Google Scholar 

  • Chaves, N. 1991. Estudio sobre la variación estacional de la composición del ládano enCistus ladanifer L. Masters thesis. Facultad de Ciencias, Universidad de Extremadura, Badajoz, Spain.

    Google Scholar 

  • Fimin, J.L., Wilson, K.E., Rossen, L., andJohnston, A.W.B. 1986. Flavonoid activation of nodulation genes inRhizobium reversed by other compounds present in plants.Nature 32:34–43.

    Google Scholar 

  • Font-Tullot, I. 1984. Atlas de la radiación solar en España.Annual Report of the National Institute of Meterology, Madrid, Spain.

  • Hahlbrock, K., Krenzaler, F., Ragg, H., Fautz, E., andFuhn, D.N. 1982. Biochemistry of Differentiation and Morphogenesis, pp. 34–43,in L. Jaenicke (ed.). Springer, Berlin.

    Google Scholar 

  • Harborne, J.B. 1986. Nature, Distribution and function of plant flavonoids, pp. 15–24,in V. Cody, J.R. Middleton, and J.B. Harborne (eds.). Plant Flavonoids in Biology and Medicine: Biochemical, Pharmacological and Structure-Activity Relationships. Alan R. Liss, New York.

    Google Scholar 

  • Hedin, P.A., Jenkins, J.N., Collum, D.H., White, W.H., andParrott, W.L. 1983. Multiple factors in cotton contributing to resistance to the tobacco budworm,Heliothis virescens, pp. 347–370,in P.A. Hedin (ed.). Plant Resistance to Insects. American Chemical Society, Washington, D.C.

    Google Scholar 

  • Herrera, C.M. 1984. Tipos morfológicos y funcionales en plantas del matorral mediterráneo del sur de España.Stud. Oecol. 5:7–34.

    Google Scholar 

  • Hrazdina, G., andParsons, G.F. 1982. Induction of flavonoid synthesizing enzymes by light in etiolated pea (Pisum sativum c.v Hidfreezen) seedlings.Plant Physiol. 70:506–510.

    Google Scholar 

  • J. De Pascual, Pascual, T., Urones, J.G., andBasabe, M.P. 1974. Flavonoides deCistus ladanifer L.An. Quím. 70:155–157.

    Google Scholar 

  • Knogge, W., andWessenböck, G. 1986. Tissuedistribution of secondary phenolic biosynthesis in developing primary leaves ofAvena sativa.Planta 167:196–205.

    Google Scholar 

  • Les, H., andSheridan, J. 1990. Biochemical heterophylly and flavonoid evolution in North AmericanPotamogeton (Potamogetonaceae).Am. J. Bot. 77:453–465.

    Google Scholar 

  • Lim, C.K. 1986, HPLC of small molecules, IRL Press, Practical Approach Series, Oxford, U.K.

    Google Scholar 

  • Markham, K.R. 1982. Techniques of Flavonoids Identification. Academic Press, London.

    Google Scholar 

  • Matern, V., Heller, W., andHimmelspach, K. 1983. Conformational changes of apigenin 7-O-6-O malonyl glucoside, a vacuolar pigment from parsley with solvent composition and proton concentration.Eur. J. Biochem. 133:439–448.

    Google Scholar 

  • Matias, M.D. 1990. Análisis de la estructura espacio-temporal de comunidades vegetales en campos abandonados de los Arribes del Duero. PhD thesis. Facultad de Biologiía, Universidad de Salamanca, Spain.

    Google Scholar 

  • McClure, J.W. 1975. Physiology and functions of Flavonoids, pp. 970–1055, in J.B. Harborne, T.J. Mabry, and H. Mabry (eds.). The Flavonoids. Academic Press, New York.

    Google Scholar 

  • McClure, J.W. 1986. Physiology of flavonoids. pp. 77–85,in V. Cody, J.R. Middleton, and J.B. Harborne (eds.). Plants Flavonoids in Biology and Medicine: Biochemical, Pharmacological and Structure-Activity Relationships. Alan R. Liss, New York.

    Google Scholar 

  • Nu¯nez, E. 1989. Ecología del jaral deCistus ladanifer L. PhD thesis. Facultad de Ciencias, Universidad de Extremadura, Badajoz, Spain.

    Google Scholar 

  • Ohno, Y. 1981. Gas Chromatographic characterization of ladanum resinoid and detection of adulterants.Kauzei Chuo Bunsekisho Ho 22:15–21.

    Google Scholar 

  • Peters, N.K., Frost, J.W., andLong, S.R. 1986. A plant flavone luteolin induces expression ofRhizobium meliloti nodulation genes.Science 233:977–980.

    Google Scholar 

  • Proksch, P., andGülz, P.-G. 1984. Methylated flavonoids fromCistus ladanifer L. andCistus palhinhae and their taxonomic implications.Phytochemistry 23:470–472.

    Google Scholar 

  • Rawn, J.D. 1989. Biochemistry. McGraw-Hill, New York.

    Google Scholar 

  • Roberts, M.L., andHaynes, R.R. 1986. Flavonoids systematics ofPotamogeton subsectionsPerfoliati andPraelongi (Potamogetonaceae).Nord. J. Bot. 6:291–294.

    Google Scholar 

  • Schmelzer, E., Jahnen, W., andHahlbrock, K. 1988. In situ localization of light-induced chalcone synthase mRNA, chalcone synthase and flavonoid end products in epidermal cells of parsley leaves.Proc. Natl. Acad. Sci. U.S.A. 85:2989–2993.

    Google Scholar 

  • Schnabl, H., Weissenböck, G., andScherf, H. 1986. In vivo microspectrophotometric characterization of flavonol glycosides inVicia faba guard and epidermal cells.J. Exp. Bot. 174:61–72.

    Google Scholar 

  • Swain, T. 1970. Biochemical Evolution and the Origin of Life. North-Holland, Amsterdam.

    Google Scholar 

  • Swain, T. 1975. Evolution of flavonoid compounds, pp. 1096–1129,in J.B. Harbone, T.J. Mabry, and H. Mabry (eds.). The Flavonoids. Academic Press, New York.

    Google Scholar 

  • Tomás-Llorente, F., García-Grau, M., andTomás-Barberán, F. 1990. Flavonoids fromVicia faba seed exudates.Z Naturforsch. 45:1070–1072.

    Google Scholar 

  • Vogt, T., Proksch, P., andGülz, P.-G. 1987a. Epicuticular flavonoid aglycones in the genusCistus, Cistaceae.J. Plant Physiol. 131:25–36.

    Google Scholar 

  • Vogt, T., Proksch, P., Gülz, P.-G., andWollenweber, E. 1987b. Rare 6- and 8-O-methylated epicuticular flavonols from twoCistus species.Phytochemistry 26:1027–1030.

    Google Scholar 

  • Wollenweber, E., andDietz, V.H. 1981. Occurrence and distribution of tree flavomoid aglycones in plants.Phytochemistry 20:869–932.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chaves, N., Escudero, J.C. & Gutiérrez-Merino, C. Seasonal variation of exudate ofCistus ladanifer . J Chem Ecol 19, 2577–2591 (1993). https://doi.org/10.1007/BF00980692

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00980692

Key words

Navigation