Skip to main content
SpringerLink
Log in

Bioconversions of ergot alkaloids

  • Chapter
  • First Online:
Book cover Bioreactor Systems and Effects

Part of the book series: Advances in Biochemical Engineering/Biotechnology ((ABE,volume 44))

Abstract

Ergot alkaloids are very important pharmaceutical substances with wide medical use. Their bioproduction is usually followed by chemical modification. Bioconversions of ergot alkaloids on an industrial scale have become more important in recent years. The aim of this study is to collect the available data on ergot alkaloid bioconversions and to show their potential applications. The paper deals with conversions of clavines, e.g. biooxidations, glycosylations of the alkaloids, and bioconversions of lysergic acid derivatives. A part of it is aimed at bioconversions of ergot alkaloids in mammalian organisms and obtaining their metabolites by biotransformation. The use of immobilized systems and cofermentation is also discussed.

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

Access this chapter

Log in via an institution

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Fanchamps A (1979) J Pharmacol 10: 567

    Google Scholar 

  2. Gröger D (1972) Ergot alkaloids. In: Ajl SJ, Kadis S, Montie TC (eds) Microbial toxins, vol. 8, Academic, New York, p 321

    Google Scholar 

  3. Floss HG (1976) Tetrahedron 32: 873

    Google Scholar 

  4. Kobel H, Sanglier J-J (1986) Ergot alkaloids. In: Rehm H-J, Reed G, (eds) Biotechnology, vol 4, VCH, Weinheim, p 569

    Google Scholar 

  5. Flieger M, Linhartová R, Řeháček Z, Sajdl P, Stuchlík J, Malinka Z, Harazim P, Cvak L, BŘemek J (1989) Czechoslovak Pat Appl PV 6958-89

    Google Scholar 

  6. Béliveau J, Ramstad E (1966) Lloydia 29: 234

    Google Scholar 

  7. Yamatodani S, Kozu Y, Yamada S, Abe M (1962) Ann. Repts. Takeda Res Lab 21: 88, viz Chem Abstr (1963) 59: 3099c

    Google Scholar 

  8. Brack A, Brunner R, Kobel H (1962) Helv Chim Acta 45: 278

    Google Scholar 

  9. Davis PJ (1982) Microbial transformation of alkaloids. In: Rosazza JP (ed) Microbial transformation of bioactive compounds, vol 11, CRC Press, Inc, Boca Raton, Florida, p 67

    Google Scholar 

  10. Taylor EH, Goldner KJ, Pong SF, Shough HR (1966) Lloydia 29: 239

    Google Scholar 

  11. Taylor EH, Shough HR (1967) Lloydia 30: 197

    Google Scholar 

  12. Shough HR, Taylor EH (1969) Lloydia 32: 315

    Google Scholar 

  13. Chan-Lin WN, Ramstad E (1967) Lloydia 30: 284 P

    Google Scholar 

  14. Shough HR, Pong SF, Taylor EH (1967) Lloydia 30: 284 P

    Google Scholar 

  15. Wilson EJ, Ramstad E, Janson I, Orrenius S (1971) Biochim Biophys Acta 252: 348

    Google Scholar 

  16. Abe M (1966) Abhandl Deut Akad Wiss Berlin, Kl Chem No 3, p 393

    Google Scholar 

  17. Abe M, Yamatodani S, Yamano T, Kozu Y, Yamada S (1963) Agric Biol Chem 27: 659

    Google Scholar 

  18. Agurell S, Ramstad E (1962) Arch Biochem Biophys 98: 457

    Google Scholar 

  19. Hsu JC, Anderson JA (1971) Biochim Biophys Acta 1971, 230, 518

    Google Scholar 

  20. Kim I-S, Kim S-U, Anderson JA (1981) Phytochemistry 20: 2311

    Google Scholar 

  21. Sieben R, Philippi U, Eich E (1984) J Nat Prod 47: 433

    Google Scholar 

  22. Eich E, Sieben R (1985) Planta Medica 1985: 282

    Google Scholar 

  23. KŘen V, BŘemek J, Flieger M, Kozová J, Malinka Z, Řeháček Z (1989) Enzyme Microb Technol 11: 685

    Google Scholar 

  24. BŘemek J, KŘen V, Řeháček Z, Sajdl P, Spáčil J, Malinka Z, Kozová J, Krajíček A, Flieger M, Pilát P (1989) Czechoslovak Pat AO 257311

    Google Scholar 

  25. Tyler VE, Erge D, Gröger D (1965) Planta Medica 13: 315

    Google Scholar 

  26. Sebek OK (1983) Mycologia 75: 383

    Google Scholar 

  27. Chang-Lin WN, Ramstad E, Taylor EH (1967) Lloydia 30: 202

    Google Scholar 

  28. Gröger D (1963) Planta Medica 11: 444

    Google Scholar 

  29. Schreier E (1958) Helv Chim Acta 41: 1984

    Google Scholar 

  30. Maier W, Schumann B, Gröger D (1988) J Basic Microbiol 28: 83

    Google Scholar 

  31. Kim S-U, Cho Y-J, Floss HG, Anderson JA (1983) Planta Medica 48: 145

    Google Scholar 

  32. Mothes K, Winkler K, Gröger D, Floss HG, Mothes K, Weygand F (1962) Tetrahedron Lett 1962: 933

    Google Scholar 

  33. Philippi U, Eich E (1984) Planta Medica 50: 456

    Google Scholar 

  34. Harazim P, Malinka Z, Stuchlík J, Cvak L, BŘemek J, Flieger M, Linhartová R, Reháček Z, Sajdl P (1989) Czechoslovak Pat Appl PV 6959-89

    Google Scholar 

  35. KŘen V, Flieger M, Sajdl P (1990) Appl Microbiol Biotechnol 32: 645

    Google Scholar 

  36. KŘen V, Flieger M, Svatoš A, Sajdl P (1989) Glycosylation of ergot alkaloids. In: černý M, Drašar P (eds) Eurocarb V, 5th European Symp on Carbohydrates, 21–25 Aug 1989. Prague, p C-32

    Google Scholar 

  37. PaŽoutová S, KŘen V, Sajdl P (1990) Appl Microbiol Biotechnol 33: 330

    Google Scholar 

  38. Sajdl P, Řeháček Z (1975) Folia Microbiol 20: 365

    Google Scholar 

  39. Erge D, Maier W, Gröger D (1973) Biochem Physiol Pflanzen 164: 234

    Google Scholar 

  40. Ogunlana EO, Wilson BJ, Tyler VE, Ramstad E (1970) Chem Commun 1970: 775

    Google Scholar 

  41. Ogunlana EO, Ramstad E, Tyler VE, Wilson BJ (1969) Lloydia 32: 524 P

    Google Scholar 

  42. Flieger M, KŘen V, Zelenkova NF, Sedmera P, Novák J, Sajdl P (1990) J Nat Prod 53: 171

    Google Scholar 

  43. Davis PJ, Glade JC, Clark AM, Smith RV (1979) Appl. Environ Microbiol 38: 891

    Google Scholar 

  44. Smith RV, Rosazza JP (1982) Microbial transformation as means of preparing mammalian drug metabolites. In: Rosazza JP (ed) Microbial Transformation of Bioactive Compounds. CRC Press, Inc, Boca Raton, Florida, p 1

    Google Scholar 

  45. Parli CJ, Smith B (1975) Fed Proc 34: 813

    Google Scholar 

  46. KŘen V, unpublished results

    Google Scholar 

  47. Amici AM, Minghetti A, Spalla C, Tonolo A (1964) Fr Pat 1362876

    Google Scholar 

  48. Maier W, Erge D, Gröger D (1974) Biochem Physiol Pflanzen 165: 479

    Google Scholar 

  49. Maier W, Baumert A, Gröger D (1978) Biochem Physiol Pflanzen 172: 15

    Google Scholar 

  50. Krajíček A, Trtík B, Spáčil L, Sedmera P, Vokoun J, Řeháček Z (1980) Czech Chem Commun 44: 2255

    Google Scholar 

  51. Bumbová-Linhartová R, Flieger M, Sedmera P, Zima J (1991) Appl Microbiol Biotechnol 34: 703

    Google Scholar 

  52. Nivaguchi T, Nakahara Y, Inoue T, Hayashi M, Ishii H (1975) In: Proc of 19th Symp Chem Nat Prod 1975, Hiroshima, p 235

    Google Scholar 

  53. Ishii H, Hayashi M, Niwaguchi T, Nakahara Y (1979) Chem Pharm Bull 27: 1570

    Google Scholar 

  54. Ishii H, Niwaguchi T, Nakahara Y, Hayashi MJ (1980) Chem Soc Perkin Trans I 1980: 902

    Google Scholar 

  55. Ishii H, Hayashi M, Niwaguchi T, Nakahara Y (1979) Chem Pharm Bull 27: 3029

    Google Scholar 

  56. Davis PJ (1984) Natural and semisynthetic alkaloids. In: Rehm H-J, Reed G (eds) Biotechnology, vol 6a, Kieslich K (ed) Biotransformations, Verlag Chemie, Basel, p 207

    Google Scholar 

  57. Axelrod J, Brady RO, Witkop B, Evans EW (1956) Nature 178: 143

    Google Scholar 

  58. Auret BJ, Boyd DR, Brun F, Greene RME (1981) J Chem Soc Perkin Trans I 1981: 930

    Google Scholar 

  59. Winkler K, Mothes K (1962) Planta Medica 10: 208

    Google Scholar 

  60. Maier W, Erge D, Schumann B, Gröger D (1981) Biochim Biophys Res Commun 99: 155

    Google Scholar 

  61. Johne S, Gröger D, Lier D, Voigt R (1972) Pharmazie 27: 801

    Google Scholar 

  62. Fišerová A, Pospíšil M, Kubrycht J, Huan N, šterzl J (1989) The peripheral molecules of LAK cells and their role in the spontaneous cytotoxicity. In: 7 Int Congr Immunol, 30 July–5 Aug 1989. W. Berlin, Gustav Fischer Verlag Stuttgart, p 686

    Google Scholar 

  63. Fišerová A, Flieger M, Pospíšil M, Sajdl P, Táborský O, Cvak L, Stuchlík J (1990) Czechoslovak Pat Appl PV 10990-90

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Microbiology, Czechoslovak Academy of Sciences, Vídeňská 1083, 14220, Prague, Czechoslovakia

    Vladimír KŘen

Authors
  1. Vladimír KŘen
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

Copyright information

© 1991 Springer-Verlag

About this chapter

Cite this chapter

KŘen, V. (1991). Bioconversions of ergot alkaloids. In: Bioreactor Systems and Effects. Advances in Biochemical Engineering/Biotechnology, vol 44. Springer, Berlin, Heidelberg. https://doi.org/10.1007/Bfb0000750

Download citation

  • DOI: https://doi.org/10.1007/Bfb0000750

  • Published:

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-54094-6

  • Online ISBN: 978-3-540-47400-5

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation