Premium
Confirmation of the Absolute (3 R ,3′ S ,6′ R )‐Configuration of (all‐ E )‐3′‐Epilutein
Author(s) -
Molnár Péter,
Deli József,
Ősz Erzsébet,
Zsila Ferenc,
Simonyi Miklós,
Tóth Gyula
Publication year - 2004
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200490195
Subject(s) - chemistry , absolute configuration , circular dichroism , spectroscopy , stereochemistry , analytical chemistry (journal) , crystallography , chromatography , physics , quantum mechanics
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 (3 R ,3′ S ,6′ R )‐configuration of all epilutein samples. Compound 2 was thoroughly characterized, and its 13 C‐NMR data are published herewith for the first time.