Partial synthesis and characterization of karpoxanthins and cucurbitaxanthin A epimers

Péter Molnár, J. Deli, Z. Matus, G. Tóth, Andrea Steck, Hanspeter Pfander

Research output: Contribution to journalArticle

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Abstract

Karpoxanthin (=(all-E,3S,5R,6R,3'R)-5,6-dihydro-β,β-carotene-3,5,6,3'- tetrol; 7), 6-epikarpoxanthin (=(all-E,3S,5R,6S,3'R)-5,6-dihydro-β,β- carotene-3,5,6,3'-tetrol; 4), 5-epikarpoxanthin (=(all-E,3S,5S,6R,3'R)-5,6- dihydro-β,β-carotene-3,5,6,3'-tetrol; 11), cucurbitaxanthin A (=(all- E,3S,5R,6R,3'R)-3,6-epoxy-5,6-dihydro-β,β-carotene-5,3'-diol; 10), epicucurbitaxanthin A (= (all-E-3S,5S,6R,3'R)-3,6-epoxy-5,6-dihydro-β,β- carotene-5,3'-diol; 14), and the corresponding mutatoxanthin epimers 8, 9, 12, and 13 were prepared in crystalline state by the acid-catalyzed hydrolysis of (3S,5R,6S,3'R)- and (3S,5S,6R,3'R)-antheraxanthin (5 and 6, resp.) and characterized by their UV/VIS, CD, 1H- and 13C-NMR, and mass spectra.

Original languageEnglish
Pages (from-to)1994-2012
Number of pages19
JournalHelvetica Chimica Acta
Volume82
Issue number11
DOIs
Publication statusPublished - 1999

Fingerprint

carotene
Carotenoids
synthesis
mass spectra
hydrolysis
Hydrolysis
Nuclear magnetic resonance
cucurbitaxanthin A
Crystalline materials
nuclear magnetic resonance
acids
Acids

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Partial synthesis and characterization of karpoxanthins and cucurbitaxanthin A epimers. / Molnár, Péter; Deli, J.; Matus, Z.; Tóth, G.; Steck, Andrea; Pfander, Hanspeter.

In: Helvetica Chimica Acta, Vol. 82, No. 11, 1999, p. 1994-2012.

Research output: Contribution to journalArticle

Molnár, Péter ; Deli, J. ; Matus, Z. ; Tóth, G. ; Steck, Andrea ; Pfander, Hanspeter. / Partial synthesis and characterization of karpoxanthins and cucurbitaxanthin A epimers. In: Helvetica Chimica Acta. 1999 ; Vol. 82, No. 11. pp. 1994-2012.
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AU - Pfander, Hanspeter

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