Premium
Struktur der Valenciaxanthine und Valenciachrome
Author(s) -
MärkiFischer Edith,
Eugster Conrad Hans
Publication year - 1990
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.19900730227
Subject(s) - chemistry , carotenoid , double bond , stereochemistry , conjugated system , aldehyde , orange (colour) , organic chemistry , food science , polymer , catalysis
Structure of the Valenciaxanthins and Valenciachromes Valenciaxanthin, a carotenoid first isolated from Californian Valencia orange juice in 1952/1954 by American scientists, was re‐isolated from fresh Spanish ‘Navelinas’ and shown, by spectroscopical and chiroptical examination, to have the unexpected (9 Z )‐10′‐apo‐11′,12′‐dihydroviolaxantin‐10′‐ol structure 6 . A further, very minor component represents the (all‐ E )‐structure 7 . Therefore, the Valenciachromes are the furanoid rearrangement products of 6 and 7 and, thus, stereoisomers of the 10′‐apo‐11′,12′‐dihydroauroxanthiiv 10′‐ols 8 . Valenciaxanthin represents a modification of the common cleavage of carotenoids in higher plants according to the scheme C 40 → C 27 + C 13 , insofar as the reduction step not only includes the aldehyde function but also the subsequent conjugated double bond.