Skip to main content
SpringerLink
Log in

Structure Elucidation of Natural Products by Mass Spectrometry

  • Chapter
Modern Phytochemical Methods

Part of the book series: Recent Advances in Phytochemistry ((RAPT,volume 25))

Abstract

For over three decades, mass spectrometry has played a central role for the structure elucidation of natural products because it can be used to determine the molecular weights and elemental compositions of substances with a wide range of chemical and physical properties. In addition, if the molecular ion is formed with sufficient excitation energy, it will undergo a series of unimolecular reactions to give fragment ions, the relative abundances of which are normally unique to the structure of the molecular ion. By understanding the general rules governing the fragmentation reactions, the types of functional groups present, as well as the manner in which they are joined to form a unique molecular structure may be deduced from the mass spectrum.

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

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 84.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. RUPPRECHT, J.K., HUI, Y.-H., MCLAUGHLIN, J.L. 1990. Annonaceous acetogenins: A Review. J. Nat. Prod. 53: 237–278.

    Article  PubMed  CAS  Google Scholar 

  2. MCCLOUD, T.G., SMITH, D.L., CHANG, C.-J., CASSADY, J.M. 1987. Annonacin, a novel, biologically active polypeptide from Annona densicoma. Experientia 43: 947–949.

    Article  PubMed  CAS  Google Scholar 

  3. MIKOLAJCZAK, K.J., MADRIGAL, R.V., RUPPRECHT, J.K., HUI, Y.-H., LIU, Y.-M., SMITH, D.L., MCLAUGHLIN, J.L. 1990. Sylvaticin: A New cytotoxic and insecticidal acetogenin from Rollinia sylvatica (Annonaceae). Experientia 46: 324–327.

    Article  PubMed  CAS  Google Scholar 

  4. HUI, Y.-H., RUPPRECHT, J.K., LIU, Y.-M., ANDERSON, J.E., SMITH, D.L., CHANG, C.-J., MCLAUGHLIN, J.L. 1989. Bullatacin and bullatacinone: Two highly potent bioactive acetogenins from Annona bul lata. J. Nat. Prod. 52: 463–477.

    Article  PubMed  CAS  Google Scholar 

  5. HUI, Y.-H., RUPPRECHT, J.K., ANDERSON, J.E., LIU, Y.-M., SMITH, D.L., CHANG, C.-J., MCLAUGHLIN, J.L. 1989. Bullatalicin, a novel bioactive acetogenin from Annona bullata (Annonaceae). Tetrahedron 45: 6941–6948.

    Article  CAS  Google Scholar 

  6. LIU, Y.-M. 1989. Title. Structure elucidation of a series of acetogenins by mass spectrometry. Ph.D. thesis, Purdue Univ., W. Lafayette, IN.

    Google Scholar 

  7. ALKOFAHI, A., RUPPRECHT, J.K., LIU, Y.-M., CHANG, C.-J., SMITH, D.L., MCLAUGHLIN, J.L. 1990. Gigantecin: a novel antimitotic and cytotoxic acetogenin, with nonadjacent tetrahydro-furan rings, from Goniothalamus giganteus (Annonaceae). Experientia 46: 539–541.

    Article  PubMed  CAS  Google Scholar 

  8. LI, X.-H., HUI, Y.-H., RUPPRECHT, J.K., LIU, Y.-M., WOOD, K.V., SMITH, D.L., CHANG, C.-J., MCLAUGHLIN, J.L. 1990 Bullatacin, bullatacinone, and squamone, a new bioactive acetogenin, from the bark oí Annona squamosa. J. Nat. Prod. 53: 81–86.

    Article  PubMed  CAS  Google Scholar 

  9. HARRISON, A.G. 1983. Chemical Ionization Mass Spectrometry, CRC Press Inc., Boca Raton, FL, 135 pp.

    Google Scholar 

  10. FENSELAU, C. 1984. Fast atom bombardment and middle molecule mass spectrometry. J. Nat. Prod. 47: 215–225.

    Article  CAS  Google Scholar 

  11. GASKELL, S., (ed.) 1986. Mass Spectrometry in Biomedical Research, John Wiley & Sons, New York, 492 pp.

    Google Scholar 

  12. MCCLOSKEY, J.A., ed. 1990. Mass Spectrometry, Methods Enzymol. 193: in press.

    Google Scholar 

  13. KNAPP, D. 1979. Handbook of Analytical Derivatization Reactions. John Wiley & Sons, Toronto, 741 pp.

    Google Scholar 

  14. VOUROS, P. 1980. Chemical Derivatization in Chromatography/Mass Spectrometric. In: Mass Spectrometry, (C. Meritt, and C.N. Mc Ewen, eds.), Marcel Decker, Inc., New York, pp. 129–251.

    Google Scholar 

  15. BUSCH, K.L., GLISH, G.L., MCLUCKEY, S.A. 1988. Mass Spectrometry Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry, VCH Publishers, New York, 333 pp.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Medicinal Chemistry and Pharmacognosy, Purdue University, W. Lafayette, IN, 47907, USA

    David L. Smith, Ya-Mei Liu & Karl V. Wood

Authors
  1. David L. Smith
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ya-Mei Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Karl V. Wood
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Louisiana State University, Baton Rouge, Louisiana, USA

    Nikolaus H. Fischer

  2. University of British Columbia, Vancouver, British Columbia, Canada

    Murray B. Isman

  3. Reed College, Portland, Oregon, USA

    Helen A. Stafford

Rights and permissions

Reprints and permissions

Copyright information

© 1991 Plenum Press, New York

About this chapter

Cite this chapter

Smith, D.L., Liu, YM., Wood, K.V. (1991). Structure Elucidation of Natural Products by Mass Spectrometry. In: Fischer, N.H., Isman, M.B., Stafford, H.A. (eds) Modern Phytochemical Methods. Recent Advances in Phytochemistry, vol 25. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-9060-2_7

Download citation

  • DOI: https://doi.org/10.1007/978-1-4684-9060-2_7

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-9062-6

  • Online ISBN: 978-1-4684-9060-2

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation