Skip to main content
Log in

Alkaloid accumulation in Catharanthus roseus cell suspension cultures fed with stemmadenine

  • Published:
Biotechnology Letters Aims and scope Submit manuscript

Abstract

Feeding stemmadenine to Catharanthus roseuscell suspension culture resulted in the accumulation of catharanthine, tabersonine and condylocarpine. Condylocarpine is not an intermediate in the pathway to catharanthine or tabersonine when it is fed to the cultures. The results support the hypothesis that stemmadenine is an intermediate in the pathway to catharanthine and tabersonine.

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

  • Battersby AR, Hall ES (1969) The intermediacy of geissoschizine in indole alkaloid biosynthesis: rearrangement to the Strychnos skeleton. Chem. Commun. 793-794.

  • Brown RT, Hill JS, Smith GF, Stapleford HSJ (1969) Rearrangement of catharanthine, stemmadenine and tabersonine in acetic acid. Chem. Commun. 1475–1477.

  • Brown RT, Hill JS, Smith GF, Stapleford HSJ (1971) On the rearrangement of catharanthine, stemmadenine and tabersonine in acetic acid. Tetrahedron 27: 5217–5228.

    Google Scholar 

  • Creasey WA (1994) Pharmacology, biochemistry, and clinical applications of the monoterpenoid alkaloids. In: Saxton JE, ed. Monoterpenoid Indole Alkaloids, Vol. 25, Part 4. Chichester, UK: John Wiley & Sons Ltd., pp. 716–733.

    Google Scholar 

  • Gamborg OL, Miller RA, Ojima K (1968) Nutrient requirements of suspension cultures of soybean root cells. Exp. Cell Res. 50: 155–158.

    Google Scholar 

  • Heinstein P, Höfle G, Stöckigt J (1979) Involvement of cathenamine in the formation of N-analogues of indole alkaloids. Planta Med. 37: 349–357.

    Google Scholar 

  • Lounasmaa M, Hanhinen P (1998) Biomimetic formation and interconversion in the heteroyohimbine series. Heterocycles 48: 1483–1492.

    Google Scholar 

  • Qureshi AA, Scott AI (1968a) Biogenetic-type synthesis of Iboga alkaloids: (±)-catharanthine. Chem. Commun. 947-948.

  • Qureshi AA, Scott AI (1968b) Interconversion of Corynanthe, Aspidosperma, and Iboga alkaloids. A model for indole alkaloid biosynthesis. Chem. Commun. 945-946.

  • Sandoval A, Walls F, Shoolery JN, Wilson JM, Budzikiewicz H, Djerassi C (1962) Alkaloid studies, the structure of stemmadenine and condylocarpine. Tetrahedron Lett. 10: 409–414.

    Google Scholar 

  • Scott AI, Wei CC (1974) Regio-and stereospecific models for the biosynthesis of the indole alkaloids-IIa, biogenetic type synthesis of Aspidosperma and Iboga alkaloids from a corynanthe precursor. Tetrahedron 30: 3003–3011.

    Google Scholar 

  • Stevens LH (1994) Formation and conversion of strictosidine in the biosynthesis of monoterpenoid indole and quinoline alkaloids. Ph.D. Thesis, Leiden University, The Netherlands.

    Google Scholar 

  • Van der Heijden R, Hermans-Lokkerbol A, de Kool LPJ, Lamping PJ, Harkes PAA, Verpoorte R (1988) Accumulation of indole alkaloids in a suspension culture of Tabernaemontana divaricata. Planta Med. 54: 393–397.

    Google Scholar 

  • Verpoorte R, van der Heijden R, Moreno PRH (1997) Biosynthesis of terpenoid indole alkaloids in Catharanthus roseus cells. In: Cordell GA, ed. The Alkaloids, vol. 49. San Diego: Academic Press, pp. 221–299.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

El-Sayed, M., Choi, Y.H., Frédérich, M. et al. Alkaloid accumulation in Catharanthus roseus cell suspension cultures fed with stemmadenine. Biotechnology Letters 26, 793–798 (2004). https://doi.org/10.1023/B:BILE.0000025879.53632.f2

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:BILE.0000025879.53632.f2

Navigation