Skip to main content
Log in

New cerebrosides from the basidiomycete Cortinarius tenuipes

  • Communications
  • Published:
Lipids

Abstract

Five cerebrosides (1–5), including three new ones named cortenuamide A (1), cortenuamide B (2), and cortenuamide C (3), were isolated from the fruiting bodies of the basid-iomycete Cortinarius tenuipes. The structures of those compounds were elucidated as (4E,8E)-N-d-2′-hydroxytetracosanoyl-1-O-β-d-glycopyranosyl-9-methyl-4,8-sphingadienine (1), (4E,8E)-N-d-2′-hydroxytricosanoyl-1-O-β-d-glycopyranosyl-9-methyl-4,8 sphingadienine (2), (4E, 8E)-N-d-2′-hydroxydocosanoyl-1-O-β-d-glycopyranosyl-9-methyl-4,8-sphingadienine (3), (4E, 8E)-N-d-2′-hydroxyoctadecanoyl-1-O-β-d-glycopyranosyl-9-methyl-4,8-sphingadienine (4), and (4E, 8E)-N-d-2′-hydroxypalmitoyl-1-O-β-d-glycopyranosyl-9-methyl-4,8-sphingadienine (5) by spectral and chemical methods.

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

DEPT:

distortionless enhancement by polarization transfer

HR:

high-resolution

LCB:

long-chain base

TMS:

trimethylsilane

References

  1. Mao, X.L. (1998) Economic Fungi of China, p. 246, Sciences Press, Beijing.

    Google Scholar 

  2. Tebbett, I.R., and Caddy, B. (1984) Mushroom Toxins of the Genus Cortinarius, Experientia 40, 441–446.

    Article  PubMed  CAS  Google Scholar 

  3. Antkowiak, W.Z., and Gessner, W. (1979) The Structures of Orellanine and Orelline, Tetrahedron Lett. 20, 1931–1934.

    Article  Google Scholar 

  4. Gill, M. (1995) Pigments of Australasian Dermocybe Toadstools, Aust. J. Chem. 48, 1–26.

    CAS  Google Scholar 

  5. Sonntag, B., Froede, R., Bross, M., and Steglich, W. (1999) Chromogenic Triterpenoids from Cortinarius fulvoincarnatus, C. sodagnitus and Related Toodstools (Agaricales), Eur. J. Org. Chem. 255–260.

  6. Genshiro, K., and Yonosuke, I. (1983) Chemistry and Functional Moiety of a Fruiting-Inducing Cerebroside in Schizophyllum commune, Biochim. Biophys. Acta 754, 243–248.

    Google Scholar 

  7. Genshiro, K., Yonosuke, I., and Keisuk, T. (1994) Fruiting of Schizophyllum commune Induced by Certain Ceramides and Cerebrosides from Penicillium funiculosum, Agric. Biol. Chem. 59, 144–147.

    Google Scholar 

  8. Lourenco, A., Lobo, A.M., Rodríguez, B., and Jimeno, M.-L. (1996) Ceramides from the Fungus, Phellinus pini, Phytochemistry, 43, 617–620.

    Article  CAS  Google Scholar 

  9. Gao, J.M., Dong, Z.J., and Liu, J.K. (2001) A New Ceramide from the Basidiomycete Russula cyanoxantha, Lipids 36, 175–180.

    Article  PubMed  CAS  Google Scholar 

  10. Higuchi, R., Natori, T., and Komori, T. (1990) Isolation and Characterization of Acanthacerebroside B and Structure Elucidation of Related, Nearly Homogeneous Cerebrosides, Liebigs Ann. Chem. 51–55.

  11. Natori, T., Morita, M., Akimoto, K., and Koezuka, Y. (1994) Agelasphins, Novel Antitumor and Immunostimulatory Cerebrosides from the Marine Sponge Agelas mauritianus, Tetrahedron 50, 2771–2784.

    Article  CAS  Google Scholar 

  12. Jin, W.Z., Kenneth, L., and Jares-Erijman, E.A. (1994) Ophidiacerebrosides: Cytotoxic Glycosphingolipids Containing a Novel Sphingosine from a Sea Star, J. Org. Chem. 59, 144–147.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ji-Kai Liu.

About this article

Cite this article

Tan, JW., Dong, ZJ. & Liu, JK. New cerebrosides from the basidiomycete Cortinarius tenuipes . Lipids 38, 81–84 (2003). https://doi.org/10.1007/s11745-003-1034-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11745-003-1034-8

Keywords

Navigation