Confirmation of the absolute (3R,3′S,6′R)-configuration of (all-E)-3′-epilutein

TitleConfirmation of the absolute (3R,3′S,6′R)-configuration of (all-E)-3′-epilutein
Publication TypeJournal Article
Year of Publication2004
AuthorsMolnár, P, Deli, J, Osz, E, Zsila, F, Simonyi, M, Tóth, G
JournalHelvetica Chimica Acta
Volume87
Issue8
Pagination2159 - 2168
Date Published2004
Abstract

Circular dichroism (CD) spectroscopy was used to distinguish between the isomeric (all-E)-configured 3′-epilutein (2) and 6′-epilutein (8) to establish the absolute configuration of epilutein samples of different (natural and semisynthetic) origin, including samples of 2 obtained from thermally processed sorrel. Thus, the CD data of lutein (1) and epilutein samples (2) were compared. Our results unambiguously confirmed the (3R,3′S,6′R)- configuration of all epilutein samples. Compound 2 was thoroughly characterized, and its 13C-NMR data are published herewith for the first time.

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