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Pyrrolizidine alkaloid content in crude and processed borage oil from different processing stages

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Journal of the American Oil Chemists' Society

Abstract

The pyrrolizidine alkaloid content of crude borage oil and borage oil from different processing stages was determined by GC-MS. The results showed that no pyrrolizidine alkaloids were present above a detection limit of 20 ppb. The reduction factors for pyrrolizidine alkaloids at various stages in the oil refining process were determined by means of spiking experiments using the commercially available pyrrolizidine alkaloid crotaline. It was shown that the pyrrolizidine content in crude borage oil was reduced overall by a factor of about 30,000 in the refining process.

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References

  1. Dodson, C.D., and F.R. Stermitz, Pyrrolizidine Alkaloids from Borage (Borago officinalis) Seeds and Flowers, J. Nat. Prod. 49:727–728 (1986).

    Article  CAS  Google Scholar 

  2. Larson, K.M., M.R. Roby, and F.R. Stermitz, Unsaturated Pyrrolizidines from Borage (Borago officinalis), a Common Garden Herb, J. Nat. Prod. 47:747–748 (1984).

    Article  CAS  Google Scholar 

  3. Mattocks, A.R., Chemistry and Toxicology of Pyrrolizidine Alkaloids, Academic Press, New York, 1986, pp. 1–39.

    Google Scholar 

  4. Wretensjö, I., L. Svensson, and W.W. Christie, Gas Chromatographic—Mass Spectrometric Identification of the Fatty Acids in Borage Oil Using the Picolinyl Ester Derivatives, J. Chromatogr. 521:89–97 (1990).

    Article  Google Scholar 

  5. Mierendorff, H.-J., Bestimmung von Pyrrolizidinalkaloiden durch Dünnschichtchromatografie in Samenölen von Borago officinalis L., Fat. Sci. Technol. 97:33–37 (1995).

    CAS  Google Scholar 

  6. Parvais, O., B. Vander Stricht, R. Vanhaelen-Fastre, and M. Vanhaelen, TLC Detection of Pyrrolizidine Alkaloids in Oil Extracted from the Seeds of Borago officinalis, J. Planar Chromatogr-TLC 7:80–82 (1994).

    CAS  Google Scholar 

  7. BGA-Rundschr. An Stufenplan Beteiligte vom 10.08. (1988).

  8. BGA, Bekanntmachung uber die Zulassung und Registrierung von Arzneimitteln vom 05.06. (1992), BGB1, Nr 111, S. 4805ff.

  9. Huizing, H.J., Phytochemistry, Systematics and Biogenesis of Pyrrolozidine Alkaloids of Symphytum Taxa, Ph.D. Thesis, The University of Groningen, The Netherlands, 1985.

    Google Scholar 

  10. Bicchi, C., P. Rubiolo, C. Frattini, P. Sandra, and F. David, Off-Line Supercritical Fluid Extraction/Capillary Gas Chromatography of Pyrrolizidine Alkaloids in Senecio Species, J. Nat. Prod. 54:941–945 (1991).

    CAS  Google Scholar 

  11. Copper, R.A., R.J. Bowers, and C.J. Beckham, Preparative Separation of Pyrrolizidine Alkaloids by High-Speed Countercurrent Chromatography, J. Chromatogr. A 732:43–50 (1996).

    Article  CAS  Google Scholar 

  12. Huizing, H.J., F. De Boer, H. Hendriks, W. Balraadjsing, and A.P. Bruins, Positive and Negative Chemical Ionization Mass Spectrometry of Trimethylsilyl Derivatives of Pyrrolizidine Alkaloids Using Amine Radical and Hydroxide as the Reactant Ions, Biomed. Environ. Mass Spectrom. 13:293–298 (1986).

    Article  CAS  Google Scholar 

  13. Edgar J.A., Gas Chromatography of Pyrrolizidine Alkaloids, Plant Toxicol. Proc. Aust.—U.S.A. Poisonous Plants Symp. 1984: Yeerongpilly, Australia, 1985, pp. 227–234.

  14. Culvenor, C.C.J., J.A. Edgar, J.L. Frahn, and L.W. Smith, The Alkaloids of Symphytum × uplandicum (Russian comfrey), Aust. J. Chem. 33:1105–1113 (1980).

    Article  CAS  Google Scholar 

  15. Poole, C.F., and A. Zlatkis, Chromatography of Bifunctional Compounds, J. Chromatogr. 184:134–167 (1980).

    Google Scholar 

  16. ISO, Capability of Detection—Part 1: Terms and Definitions, 11843-1:1997 and Part 2: Methodology in the Linear Calibration Case, 11843-2:2000.

  17. Brimberg, U.I., Kinetics of Bleaching of Vegetable Oils, J. Am. Oil Chem. Soc. 59:74–78 (1982).

    CAS  Google Scholar 

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Correspondence to Bo Karlberg.

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Wretensjö, I., Karlberg, B. Pyrrolizidine alkaloid content in crude and processed borage oil from different processing stages. J Amer Oil Chem Soc 80, 963–970 (2003). https://doi.org/10.1007/s11746-003-0804-z

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  • DOI: https://doi.org/10.1007/s11746-003-0804-z

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