Skip to main content
SpringerLink
Log in
Book cover

Advances in Biochemical Engineering, Volume 16 pp 49–83Cite as

Biotransformation by plant cell cultures

  • Conference paper
  • First Online:

Part of the book series: Advances in Biochemical Engineering ((ABE,volume 16))

Abstract

The biotransformation patterns of various phenols aniline derivatives, benzoic and cinnamic acids, coumarins, tropane, furoquinoline, isoquinoline and ergot alkaloids, mono-, di- and triterpenoids, pregnane and androstane derivatives, cholesterol and cardenolides by plant cell cultures are reviewed. using biotransformation of cardiac glycosides as an example it is shown that the pattern of biotransformation products obtained depends on the special cell strain used. it is demonstrated that it is possible to isolate cell strains with a high biotransformation capacity of a special desired type, namely hydroxylation of β-methyldigitoxin to β-methyldigoxin. practical application of biotransformation by plant cell cultures is discussed.

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

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Abbreviations

C.:

Catharanthus

D.:

Digitalis

2.4-D:

2.4-dichlorophenoxy acetic acid

DC:

deacetyllanatoside C

dw:

dry weight

dtx:

digitoxose

glu:

glucose

glyc.:

glycosides

L.:

Lycopersicum

LC:

lanatoside C

Me:

methyl

Mdg:

β-methyldigoxin

Mdt:

β-methyldigitoxin

NAA:

naphthalene acetic acid

PA:

purpurea glycoside A

PB:

purpurea glycoside B

stram.:

stramonium

10 References

  1. Tabata, M.: In: Plant Tissue Culture and Its Bio-Technological Application. Barz, W., Reinhard, E., Zenk, M. H. (Eds.), p. 3. Berlin: Springer 1977

    Google Scholar 

  2. Zenk, M. H., El-Shagi, H., Arens, H., Stöckigt, J., Weiler, E. W., Deus, B.: In: Plant Tissue Culture and Its Bio-Technological Application. Barz, W., Reinhard, E., Zenk, M. H. (Eds), p. 27. Berlin: Springer 1977

    Google Scholar 

  3. Alfermann, A. W., Reinhard, E.: In: Production of Natural Compounds by Cell Culture Methods. Alfermann, A. W., Reinhard, E. (Eds.), p. 3. München, Gesellschaft für Strahlen-und Umweltforschung 1978

    Google Scholar 

  4. Tabata, M., Ogino, T., Yoshioka, K., Yoshikawa, N., Hiraoka, N.: In: Frontiers of Plant Tissue Culture 1978. Thorpe, T. A. (Ed.), p. 213. The International Association for Plant Tissue Culture. University of Calgary, Calgary (Canada) 1978

    Google Scholar 

  5. Zenk, M. H.: In: Frontiers of Plant Tissue Culture 1978. Thorpe, T. A. (Ed.), p. 1. The International Association for Plant Tissue Culture. University of Calgary, Calgary (Canada) 1978

    Google Scholar 

  6. Ellis, B.: Lloydia 37, 168 (1974)

    Google Scholar 

  7. Barz, W.: In: Plant Tissue Culture and Its Bio-Technological Application. Barz, W., Reinhard, E., Zenk, M. H. (Eds.), p. 153. Berlin: Springer 1977

    Google Scholar 

  8. Pilgrim, H.: Pharmazie 25, 568 (1970)

    Google Scholar 

  9. Tabata, M., Ikeda, F., Hiraoka, N., Konoshima, M.: Phytochem. 15, 1225 (1976)

    Google Scholar 

  10. Steck, W., Constabel, F.: Lloydia 37, 185 (1974)

    Google Scholar 

  11. Carew, D. P., Bainbridge, T.: Lloydia 39, 147 (1976)

    Google Scholar 

  12. Romeike, A.: Biochem. Physiol. Pflanzen 87, 168 (1975)

    Google Scholar 

  13. Hiraoka, N. Tabata, M., Konoshima, M.: Phytochem. 12, 795 (1973)

    Google Scholar 

  14. Elze, H., Teuscher, E.: In: Biochemie und Physiologie der Alkaloide. Abhdl. Dtsch. Akad. Wiss. (Berlin), 1971. Mothes, K., Schreiber, K., Schütte, H. R. (Eds.), p. 239. Berlin, Akademie Verlag 1972

    Google Scholar 

  15. Stohs, S. J.: J. Pharm. Sci. 58, 703 (1969)

    Google Scholar 

  16. Indra, A., Staba, E. J.: Phytochem. 7, 79 (1968)

    Google Scholar 

  17. Steck, W., Gamborg, O. L., Bailey, B. K.: Lloydia 36, 93 (1973)

    Google Scholar 

  18. Grützmann, K. D., Schröter, H.-B.: Abhdl. Deutsch. Akadem. Wiss. (Berlin), Kl. Chemie, 3, 347 (1966)

    Google Scholar 

  19. Furuya, T., Nakano, M., Yoshikawa, T.: Phytochem. 17, 891 (1978)

    Google Scholar 

  20. Fairbairn, J. W., Handa, S. S., Gürkan, E., Phillipson, J. W.: Phytochem. 17, 261 (1978)

    Google Scholar 

  21. Böhm, H., Rink, E.: Biochem. Physiol. Pflanzen 168, 69 (1975)

    Google Scholar 

  22. Boder, G. B., Gorman, M., Johnson, J. S., Simpson, P. J.: Lloydia 27, 328 (1964)

    Google Scholar 

  23. Carew, D. P., Krueger, R. J.: Phytochem. 16, 1461 (1977)

    Google Scholar 

  24. Veliky, 1. A.: Phytochem. 11, 1405 (1972)

    Google Scholar 

  25. Veliky, I. A., Barber, K. M.: Lloydia 38, 125 (1975)

    Google Scholar 

  26. Hsu, P. Y., O'Connel, F. D.: Lloydia 36, 435 (1973)

    Google Scholar 

  27. Butcher, D. N.: In: Applied and Fundamental Aspects of Plant Cell, Tissue, and Organ Culture. Reinert, J., Bajaj, Y. P. S. (Eds.), p. 668. Berlin: Springer 1977

    Google Scholar 

  28. Itokawa, H., Takeya, K., Akusa, M.: Chem. Pharm. Bull. 24, 1681 (1976)

    Google Scholar 

  29. Itokawa, H., Takeya, K., Mihashi, S.: Chem. Pharm. Bull. 25, 1941 (1977)

    Google Scholar 

  30. Takeya, K., Itokawa, H.: Chem. Pharm. Bull. 25, 1947 (1977)

    Google Scholar 

  31. How, P., Macrae, A. R.: (unpublished), citated by Street, H. E.: In: Biosynthesis and Its Control in Plants. Milborrow, B. V. (Ed.), p. 121. London-New York, Academic Press 1973

    Google Scholar 

  32. Meehan, T. D., Coscia, C. J.: Biochem. Biophys. Res. Comm. 53, 1043 (1973)

    Google Scholar 

  33. Suga, T., Hirata, T., Hirano, Y., Ito, T.: Chemistry Letters, p. 1245 (1976)

    Google Scholar 

  34. Aviv, D., Galun, E.: Planta Medica 33, 70 (1978)

    Google Scholar 

  35. Furuya, T.: In: Frontiers of Plant Tissue Culture 1978. Thorpe, T. A. (Ed.), p. 191. The International Association for Plant Tissue Culture. University of Calgary, Calgary (Canada) 1978

    Google Scholar 

  36. Reinhard, E.: In: Tissue Culture and Plant Science 1974. Street, H. E. (Ed.), p. 433. London-New York, Academic Press 1974

    Google Scholar 

  37. Stohs, S. J.: In: Plant Tissue Culture and Its Bio-Technological Application. Barz, W., Reinhard, E., Zenk, M. H. (Eds.), p. 142. Berlin: Springer 1977

    Google Scholar 

  38. Gallili, G. E., Yagen, B., Mateles, R. I.: Phytochem. 17, 578 (1977)

    Google Scholar 

  39. Yagen, B., Gallili, G. E., Mateles, R. I.: Appl. Environm. Microbiol. 36, 213 (1978)

    Google Scholar 

  40. Hirotani, M., Furuya, T.: Phytochem. 14, 2601 (1975)

    Google Scholar 

  41. Graves, J. M. H., Smith, W. K.: Nature 214, 1248 (1967)

    Google Scholar 

  42. Furuya, T., Hirotani, M., Kawaguchi, K.: Phytochem. 10, 1013 (1971)

    Google Scholar 

  43. Stohs, S. J., El-Olemy, M. M.: Lloydia 35, 81 (1972)

    Google Scholar 

  44. Hirotani, M., Furuya, T.: Phytochem. 13, 2135 (1974)

    Google Scholar 

  45. Stohs, S. J., El-Olemy, M. M.: J. Steroid. Biochem. 2, 293 (1971)

    Google Scholar 

  46. Weber, N.: Z. Pflanzenphysiol. 87, 355 (1978)

    Google Scholar 

  47. Farnsworth, N. R., Morris, R. W.: Amer. J. Pharm. 148, 46 (1976)

    Google Scholar 

  48. Görlich, B.: Planta Medica 23, 39 (1973)

    Google Scholar 

  49. Charney, W., Herzog, H. L.: Microbial Transformation of Steroids. New York-London, Academic Press 1967

    Google Scholar 

  50. Iizuka, H., Naito, A.: Microbial Biotransformation of Steroids and Alkaloids. University of Tokyo Press, Tokyo, and University Park Press, State College, Pennsylvania, 1969

    Google Scholar 

  51. Nozaki, Y., Mayama, M., Akaki, K., Satoh, D.: Agr. Biol. Chem. 29, 783 (1965)

    Google Scholar 

  52. Güntert, Th. W., Linde, H. H. A.: Experientia 33, 697 (1977)

    Google Scholar 

  53. Stohs, S. J., Staba, E. J.: J. Pharm. Sci. 54, 56 (1964)

    Google Scholar 

  54. Stohs, S. J., Rosenberg, H.: Lloydia 38, 181 (1976)

    Google Scholar 

  55. Alfermann, A. W., Boy, H. M., Döller, P. C, Hagedorn, W., Heins, M., Wahl, J., Reinhard, E.: In: Plant Tissue Culture and Its Bio-Technological Application. Barz, W., Reinhard, E., Zenk, M. H. (Eds.), p. 125. Berlin: Springer 1977

    Google Scholar 

  56. Döller, P. C.: Biotransformation von Cardenoliden. Vergleichende Untersuchungen mit Zell-kulturen von Thevetia neriifolia und Digitalis lanata. Doctoral Thesis, Fachbereich Pharmazie, Universität Tübingen, 1978

    Google Scholar 

  57. Jones, A., Veliky, I. A., Ozubko, R. S.: Lloydia 41, 476 (1978)

    Google Scholar 

  58. Veliky, I. A., Jones, A.: Poster presented at the 4th Int. Congr. Plant Tissue and Cell Culture. Book of Abstracts, abstract no. 700. Calgary (Canada), August 20–25, 1978

    Google Scholar 

  59. Döller, P. C, Alfermann, A. W., Reinhard, E.: Planta Medica 31, 1 (1977)

    Google Scholar 

  60. Alfermann, A. W.: (Unpublished)

    Google Scholar 

  61. Furuya, T., Hirotani, M., Shinohara, T.: Chem. Pharm. Bull. 18, 1080 (1970)

    Google Scholar 

  62. Furuya, T., Syono, K., Kojima, H., Hirotani, M., Ikuta, A., Hikichi, M., Kawaguchi, K., Matsu-moto, K.: Proc. IV. IFS: Ferment. Technol. Today, p. 705, 1972

    Google Scholar 

  63. Reinhard, E., Boy, H. M., Kaiser, F.: Planta Medica Suppl., p. 163, 1975

    Google Scholar 

  64. Heins, M.: In: Production of Natural Compounds by Cell Culture Methods. Alfermann, A. W., Reinhard, E. (Eds.), p. 39. München, Gesellschaft für Strahlen-und Umweltforschung 1978

    Google Scholar 

  65. Tulecke, W., Nickel, L. G.: Science 130, 863 (1959)

    Google Scholar 

  66. Mandels, M.: Adv. Biochem. Engin. 2, 201 (1972)

    Google Scholar 

  67. Puhan, Z., Martin, S. M.: Progr. Industrial Microbiol. 9, 14 (1971)

    Google Scholar 

  68. Kato, A., Shimizu, Y., Nagai, S.: J. Ferment. Technol. 53, 744 (1975)

    Google Scholar 

  69. Kato, A., Kawazoe, S., Iijima, M., Shimizu, J.: J. Ferment. Technol. 54, 82 (1976)

    Google Scholar 

  70. Yasuda, S., Satoh, K., Ishii, T.: Proc. IV. IFS: Ferment. Technol. Today, p. 697, 1972

    Google Scholar 

  71. Noguchi, M., Matsumoto, T., Hirata, Y., Yamamoto, K., Katsuyama, A., Kato, A., Azechi, S., Kato, K.: In: Plant Tissue Culture and Its Bio-Technological Application. Barz, W., Reinhard, E., Zenk, M. H. (Eds.), p. 85. Berlin: Springer 1977

    Google Scholar 

  72. Bligny, R.: Plant Physiol. 59, 502 (1977)

    Google Scholar 

  73. Wagner, F., Vogelmann, H.: In: Plant Tissue Culture and Its Bio-Technological Application. Barz, W., Reinhard, E., Zenk, M. H. (Eds.), p. 245. Berlin: Springer 1977

    Google Scholar 

  74. Vcgelmann, H., Bischof, A., Pape, D., Wagner, F.: In: Production of Natural Compounds by Cell Culture Methods. Alfermann, A. W., Reinhard, E. (Eds.), p. 130. München, Gesellschaft für Strahlen-und Umweltforschung 1978

    Google Scholar 

  75. Wahl, J.: Fermentation von pflanzlichen Zellkulturen und 12β-Hydroxylierung und β-Methyldigitoxin durch Zellkulturen von Digitalis lanata. Doctoral Thesis, Fachbereich Pharmazie, Universität Tübingen 1977

    Google Scholar 

  76. Heins, M., Wahl, J., Lerch, A., Kaiser, F., Reinhard, E.: Planta Medica 33, 57 (1978)

    Google Scholar 

  77. Heins, M.: Selektion 12β-hydroxyiierender Zellstämme von Digitalis lanata und Umwandlung von β-Methyldigitoxin durch Fermenterkulturen. Doctoral Thesis, Fachbereich Pharmazie, Universität Tübingen 1978

    Google Scholar 

  78. Wahl, J.: In: Production of Natural Compounds by Cell Culture Methods. Alfermann, A. W., Reinhard, E. (Eds.), p. 48. München, Gesellschaft für Strahlen-und Umweltforschung 1978

    Google Scholar 

  79. Helmbold, U.: Versuche zur Steigerung der Hydroxylierung von β-Methyldigitoxin durch Fermenterkulturen von Digitalis lanata Zellstämmen. Doctoral Thesis, Fakultät für Chemie und Pharmazie, Universität Tübingen 1979

    Google Scholar 

  80. Reinhard, E., Heins, M., Helmbold, U., Wahl, J.: Poster presented at the 4th Int. Congr. Plant Tissue and Cell Culture. Book of Abstracts, abstract no. 702. Calgary (Canada), August 20–25, 1978

    Google Scholar 

  81. Ogino, T., Hiraoka, N., Tabata, M.: Phytochem. 17, 1907 (1978)

    Google Scholar 

  82. Ohta, S., Kojima, Y., Yatazawa, M.: Agric. Biol. Chem. 42, 1733 (1978)

    Google Scholar 

  83. Deus, B.: In: Production of Natural Compounds by Cell Culture Methods. Alfermann, A. W., Reinhard, E. (Eds.), p. 118. München, Gesellschaft für Strahlen-und Umweltforschung 1978

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Lehrstuhl für Pharmazeutische Biologie der Universität Tübingen, D-7400, Tübingen, Federal Republic of Germany

    E. Reinhard & A. W. Alfermann

Authors
  1. E. Reinhard
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. W. Alfermann
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

A. Fiechter

Additional information

Dedicated to Prof. Dr. W. Simonis (Würzburg) on the occasion of his 70th birthday

Rights and permissions

Reprints and permissions

Copyright information

© 1980 Springer-Verlag

About this paper

Cite this paper

Reinhard, E., Alfermann, A.W. (1980). Biotransformation by plant cell cultures. In: Fiechter, A. (eds) Advances in Biochemical Engineering, Volume 16. Advances in Biochemical Engineering, vol 16. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3540098070_8

Download citation

  • DOI: https://doi.org/10.1007/3540098070_8

  • Published:

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-09807-2

  • Online ISBN: 978-3-540-38965-1

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation