Organic Synthesis of New Putative Lycopene Metabolites and Preliminary Investigation of Their Cell-Signaling Effects. - Archive ouverte HAL
Article Dans Une Revue Journal of Agricultural and Food Chemistry Année : 2011

Organic Synthesis of New Putative Lycopene Metabolites and Preliminary Investigation of Their Cell-Signaling Effects.

Résumé

Tomato is the main dietary source of lycopene, a carotenoid that is known to have protective effects on health and whose metabolites could also be involved in bioactivity. Herein we present the first organic synthesis of two potentially bioactive lycopene metabolites, namely, 10 0-apolycopen-10 0-oic acid (6) and 14 0-apolycopen-14 0-oic acid (13), which were obtained in their (all-E) stereoisomeric forms using Wittig and Horner-Wadsworth-Emmons type coupling reactions. Both molecules are shown to up-regulate the carotenoid asymmetric cleavage enzyme BCO2 while having no effect on BCO1 expression.
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hal-01330287 , version 1 (10-06-2016)

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Eric Reynaud, Gamze Aydemir, Ralph Rühl, Olivier Dangles, Catherine Caris-Veyrat. Organic Synthesis of New Putative Lycopene Metabolites and Preliminary Investigation of Their Cell-Signaling Effects.. Journal of Agricultural and Food Chemistry, 2011, 59 (4), pp.1457-1463. ⟨10.1021/jf104092e⟩. ⟨hal-01330287⟩
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