Preparation and spectroscopic characterization of 3′-oxolutein

Péter Molnár, József Delia, Erzsébet Osz, Gyula Tóth, Ferenc Zsila, Christian Herrero, John T. Landrum

Research output: Article

6 Citations (Scopus)

Abstract

In this study we report on the preparation of 3′-oxolutein (1) by MnO2- and NiO2-oxidation of lutein (2) and the complete structure elucidation of this carotenoid by spectroscopic (UV/VIS, IR, 1H-NMR, 13C-NMR, CD, MS) methods and chemical reaction (NaBH4 reduction). The complete assignment of the 13C-NMR spectrum of this carotenoid will be presented for the first time. A new carotenoid with alternative structure (8) is the major product of NiO2-oxidation of lutein (2) and partial spectroscopic characterization supports a structural assignment in which the β-end group has undergone extensive oxidation with concomitant ring opening.

Original languageEnglish
Pages (from-to)723-734
Number of pages12
JournalLetters in Organic Chemistry
Volume3
Issue number10
DOIs
Publication statusPublished - dec. 1 2006

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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