Skip to main content
Log in

Medicarpin and maackiain 3-O-glucoside-6′-O-malonate conjugates are constitutive compounds in chickpea (Cicer arietinum L.) cell cultures

  • Published:
Plant Cell Reports Aims and scope Submit manuscript

Summary

The pterocarpan phytoalexin conjugates medicarpin 3-O-glucoside-6′-O-malonate and maackiain 3-O-glucoside-6′-O-malonate were isolated from cell suspension cultures of chickpea (Cicer arietinum L.) cultivar ILC 3279 and structurally elucidated. Both pterocarpan conjugates are constitutive metabolites of the chickpea cell cultures. Upon application of an elicitor from yeast to the cell cultures a substantial increase in the level of the phytoalexin aglycones medicarpin and maackiain was observed although a delayed but significantly higher rise of the conjugates also occurred. The significance of the pterocarpan conjugates for phytoalexin production is discussed.

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

Abbreviations

MeGM:

medicarpin 3-O-glucoside-6′-O-malonate

MaGM:

maackiain 3-O-glucoside-6′-O-malonate

MeG:

medicarpin 3-O-glucoside

MaG:

maackiain 3-O-glucoside

FGM:

formononetin 7-O-glucoside-6″-O-malonate

BGM:

biochanin A 7-O-glucoside-6″-O-malonate

IFR:

NADPH: 2′-hydroxyisoflavone oxidoreductase

PTS:

pterocarpan synthase

IGT:

UDP-glucose: isoflavone 7-O-glucosyltransferase

IMT:

malonyl-coA: isoflavone 7-O-glucoside-6″ -O-malonyltransferase

RT:

retention time

sh:

shoulder

d :

duplette

m :

multiplette

s :

singulette

References

  • Barz W, Köster J, Weltring KM, Strack D (1986) Annu Proc Phytochem Soc Europe 25:307–347

    Google Scholar 

  • Barz W, Daniel S, Hinderer W, Jaques U, Kessmann H, Köster J, Otto Ch, Tiemann K (1988) In: Applications of Plant Cell and Tissue Culture. Ciba Foundation Symposium No. 137, Wiley. Chichester, pp. 198–198

    Google Scholar 

  • Barz W, Beimen A, Dräger B. Jaques U. Otto Ch. Süper E, Upmeier B (1990a) Proc Phytochem Soc Europe 30:79–102

    Google Scholar 

  • Barz W, Bless W, Börger-Papendorf G, Gunia W, Mackenbrock U, Meier D, Otto Ch, Süper E (1990b) In: Bioactive Compounds from Plants, Ciba Foundation Symposium No. 154, Wiley, Chichester.pp. 140 -156

    Google Scholar 

  • Daniel S, Hinderer W, Barz W (1988) Z Naturforsch 43c:536–544

    Google Scholar 

  • Daniel S, Tiemann K, Wittkampf U, Bless W, Hinderer W, Barz W (1990) Planta 182:270–278

    Google Scholar 

  • Harborne JB (1986) Phytochemistry 25:1887–1894

    Google Scholar 

  • Hinderer W, Köster J, Barz W (1986) Arch Biochem Biophys 248:570–578

    Google Scholar 

  • Höhl U (1989) Dissertation, University of Munster

  • Ingham JL, Tahara S, Dziedic SZ (1989) Z Naturforsch 44c:724–726

    Google Scholar 

  • Jaques U, Köster J, Barz W (1985) Phytochemistry 24:949–951

    Google Scholar 

  • Jaques U, Kessmann H, Barz W (1987) Z Naturforsch 42c:1171–1178

    Google Scholar 

  • Kessmann H, Barz W (1986) J Phytopathol 117:321–325

    Google Scholar 

  • Kessmann H, Barz W (1987) Plant Cell Rep 6:55–59

    Google Scholar 

  • Kessmann H, Daniel S, Barz W (1988) Z Naturforsch 43c:529–535

    Google Scholar 

  • Kessmann H. Edwards R, Geno PW, Dixon RA (1990) Plant Physiol 94:227–232

    Google Scholar 

  • Köster J, Barz W (1981) Arch Biochem Biophys 212:98–104

    Google Scholar 

  • Köster J, Strack D, Barz W (1983) Planta Medica 48:131–135

    Google Scholar 

  • Köster J, Bussmann R, Barz W (1984) Arch Biochem Biophys 234:513–521

    Google Scholar 

  • Krause J, Strack D (1979) Z Pflanzenphysiol 95:183–187

    Google Scholar 

  • Mackenbrock U, Barz W (1991) Z Naturforsch 46c:43–50

    Google Scholar 

  • Matern U, Heller W, Himmelspach K (1983) Eur J Biochem 133:439–448

    Google Scholar 

  • Weigand F, Köster J, Weltzien HC, Barz W (1986) J Phytopathol 115:214–221

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Communicated by E. W. Weiler

Rights and permissions

Reprints and permissions

About this article

Cite this article

Weidemann, C., Tenhaken, R., Höhl, U. et al. Medicarpin and maackiain 3-O-glucoside-6′-O-malonate conjugates are constitutive compounds in chickpea (Cicer arietinum L.) cell cultures. Plant Cell Reports 10, 371–374 (1991). https://doi.org/10.1007/BF00193162

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00193162

Keywords

Navigation