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Die stereoisomeren Sinensiaxanthine und Sinensiachrome: Trennung und Bestimmung ihrer absoluten Konfiguration. 7. Mitteilung über Rosenfarbstoffe
Author(s) -
MärkiFischer Edith,
Eugster Conrad Hans
Publication year - 1988
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.19880710103
Subject(s) - chemistry , stereochemistry , epimer , diol , absolute configuration , organic chemistry
Stereoisomeric Sinensiaxanthins and Sinensiachromes: Separation and Absolute Configuration The so‐called sinensiaxanthins and sinensiachromes, important apocarotenols from various fruits, have been separated into 2 and 4 stereoisomers, respectively, and their absolute configurations have been determined: (3 S ,5 R ,6 S )‐5,6‐epoxy‐5,6‐dihydro‐10′‐apo‐β‐carotene‐3,10′‐diol ( 2 ), its (9Z)‐stereoisomer 7, the (8 R )‐ and (8 S )‐epimers of (3 S , 5 R )‐5,8‐epoxy‐5,8‐dihydro‐ 10′ ‐apo‐β‐carotene‐3, 10′‐diol ( 4 and 5 ), and their (9Z)‐stereoisomers 3 and probably 6. Thus, sinensiaxanthins are cleavage products from ( Z / E )‐isomeric antheraxanthins or violaxanthins (scission at C(9′)–C(10′)) and sinensiachromes analogously from mutatoxanthins or auroxanthins.