120. Reisolation of carotenoid 3,6-epoxides from red paprika (Capsicum annuum)

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

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Abstract

Cucurbitaxanthin A (=(3S,5R,6R,3′R)-3,6-epoxy-5,6-dihydro-β,β-carotene-5,3′- diol; 5), cucurbitaxanthin B (=(3S,5R,6R,3′S,5′R,6′S)-3,6,5′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol; 6), the epimeric cucurbitachromes 1 and 2 (=(3S,5R,6R,3′S,5′R,8′S)- and (3S,5R,6R,3′S,5′R,8′R)-3,6,5′,8′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol, resp.; 9/10), cycloviolaxanthin (= (3S,5R,6R,3′S,5′R,6′R)-3,6,3′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,5′-diol; 8), and capsanthin 3,6-epoxide (=(3S,5R,6R,3′S,5′R)-3,6-epoxy-5,6-dihydro-5,3′-dihydroxy- β,κ-caroten-6′-one; 7) were isolated from, red spice paprika (Capsicum annuum var longum) and characterized by their 1H- and 13C-NMR, mass, and CD spectra.

Original languageEnglish
Pages (from-to)1435-1443
Number of pages9
JournalHelvetica Chimica Acta
Volume79
Issue number5
Publication statusPublished - 1996

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carotene
Capsicum
carotenoids
epoxy compounds
Epoxy Compounds
Carotenoids
Sulfalene
Spices
mass spectra
Nuclear magnetic resonance
nuclear magnetic resonance

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

120. Reisolation of carotenoid 3,6-epoxides from red paprika (Capsicum annuum). / Deli, J.; Molnár, Péter; Matus, Z.; Tóth, G.; Steck, Andrea.

In: Helvetica Chimica Acta, Vol. 79, No. 5, 1996, p. 1435-1443.

Research output: Contribution to journalArticle

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abstract = "Cucurbitaxanthin A (=(3S,5R,6R,3′R)-3,6-epoxy-5,6-dihydro-β,β-carotene-5,3′- diol; 5), cucurbitaxanthin B (=(3S,5R,6R,3′S,5′R,6′S)-3,6,5′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol; 6), the epimeric cucurbitachromes 1 and 2 (=(3S,5R,6R,3′S,5′R,8′S)- and (3S,5R,6R,3′S,5′R,8′R)-3,6,5′,8′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol, resp.; 9/10), cycloviolaxanthin (= (3S,5R,6R,3′S,5′R,6′R)-3,6,3′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,5′-diol; 8), and capsanthin 3,6-epoxide (=(3S,5R,6R,3′S,5′R)-3,6-epoxy-5,6-dihydro-5,3′-dihydroxy- β,κ-caroten-6′-one; 7) were isolated from, red spice paprika (Capsicum annuum var longum) and characterized by their 1H- and 13C-NMR, mass, and CD spectra.",
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N2 - Cucurbitaxanthin A (=(3S,5R,6R,3′R)-3,6-epoxy-5,6-dihydro-β,β-carotene-5,3′- diol; 5), cucurbitaxanthin B (=(3S,5R,6R,3′S,5′R,6′S)-3,6,5′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol; 6), the epimeric cucurbitachromes 1 and 2 (=(3S,5R,6R,3′S,5′R,8′S)- and (3S,5R,6R,3′S,5′R,8′R)-3,6,5′,8′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol, resp.; 9/10), cycloviolaxanthin (= (3S,5R,6R,3′S,5′R,6′R)-3,6,3′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,5′-diol; 8), and capsanthin 3,6-epoxide (=(3S,5R,6R,3′S,5′R)-3,6-epoxy-5,6-dihydro-5,3′-dihydroxy- β,κ-caroten-6′-one; 7) were isolated from, red spice paprika (Capsicum annuum var longum) and characterized by their 1H- and 13C-NMR, mass, and CD spectra.

AB - Cucurbitaxanthin A (=(3S,5R,6R,3′R)-3,6-epoxy-5,6-dihydro-β,β-carotene-5,3′- diol; 5), cucurbitaxanthin B (=(3S,5R,6R,3′S,5′R,6′S)-3,6,5′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol; 6), the epimeric cucurbitachromes 1 and 2 (=(3S,5R,6R,3′S,5′R,8′S)- and (3S,5R,6R,3′S,5′R,8′R)-3,6,5′,8′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,3′-diol, resp.; 9/10), cycloviolaxanthin (= (3S,5R,6R,3′S,5′R,6′R)-3,6,3′,6′-diepoxy-5,6, 5′,6′-tetrahydro-β,β-carotene-5,5′-diol; 8), and capsanthin 3,6-epoxide (=(3S,5R,6R,3′S,5′R)-3,6-epoxy-5,6-dihydro-5,3′-dihydroxy- β,κ-caroten-6′-one; 7) were isolated from, red spice paprika (Capsicum annuum var longum) and characterized by their 1H- and 13C-NMR, mass, and CD spectra.

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