Skip to main content
Log in

A novel quasi-dimeric oxidation product of (+)-catechin from lipid peroxidation

  • Short Communication
  • Published:
Journal of the American Oil Chemists Society

Abstract

A novel quasi-dimeric oxidation product of (+)-catechin, formed during the radical-scavenging reaction that prevents lipid peroxidation, was isolated by chromatography, and its structure was elucidated by infrared, ultraviolet and1H and13C nuclear magnetic resonance spectra and mass spectrometry. It was 5′-[3-[3,4-(3′,5′-dihydroxy) benzo-8-oxo-2,7-dioxabicyclo [4.4.0] deca-3,9-dien-10-yl]acryloyl]-(+)-catechin. It is an unusual type of dimer of flavan-3-ol derivatives, which is different from the naturally formed dimer, procyanidin.

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.

References

  1. Fujita, Y., T. Yamane, M. Tanaka, K. Kuwata, J. Okuzumi, T. Takahashi, H. Fujiki and T. Okuda,J. Cancer Res. 80:503 (1989).

    CAS  Google Scholar 

  2. Yagi, K.,Lipid Peroxides in Biology and Medicine, Academic Press, New York, NY, 1982.

    Google Scholar 

  3. Burton, G.W., and K.U. Ingold,J. Am. Chem. Soc. 103: 6472 (1981).

    Article  CAS  Google Scholar 

  4. Hirose, Y., H. Yamaoka and M. Nakayama,Agric. Biol. Chem. 54:567 (1990).

    CAS  Google Scholar 

  5. Kessler, H., C. Griessinger, J. Zarbock and H.R. Loosli,J. Mag. Res. 57:331 (1984).

    CAS  Google Scholar 

  6. Doddrell, D.M., D.T. Pegg and M.R. Bendall,Ibid. 48:323 (1982).

    CAS  Google Scholar 

  7. Doddrell, D.M., D.T. Pegg and M.R. Bendall,J. Chem. Phys. 77: 2745 (1982).

    Article  Google Scholar 

  8. Hashimoto, F., G. Nonaka and I. Nishioka,Chem. Pharm. Bull. 37: 3255 (1989), and references cited therein.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

About this article

Cite this article

Hirose, Y., Yamaoka, H. & Nakayama, M. A novel quasi-dimeric oxidation product of (+)-catechin from lipid peroxidation. J Am Oil Chem Soc 68, 131–132 (1991). https://doi.org/10.1007/BF02662334

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02662334

Key words

Navigation