We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Mimulaxanthin, Hauptcarotinoid von Lamium montanum, und seine absolute Konfiguration; konfigurative Verknüpfung von Deepoxyneoxanthin mit Neoxanthin.
- Authors
Buchecker, Richard; Eugster, Conrad Hans
- Abstract
Mimulaxanthin, the Main Carotenoid in Lamium montanum, Determination of its Absolute Configuration. Absolute Configuration of Deepoxyneoxanthin by its Correlation with Neoxanthin The carotenoid mixture isolated from the yellow flowers of Lamium montanum P ERS. ( Labiatae) consists of more than 75% of carotenoids with allenic end groups. Besides 32% of neoxanthin/neochrome we isolated 44% of mimulaxanthin ( 1a), a very rare carotenoid so far only found in Mimulus sp. (Scrophulariaceae). Its absolute configuration was determined by oxidative degradation to the known ketone 3 ('grasshopper ketone') and by spectroscopic and chiroptical comparisons with neoxanthin (6). Mimulaxanthin (1a) therefore is (3 S, 5 R, 6 R, 3′ S, 5′ R, 6′ R)-6,7,6′,7′-tetradehydro-5,6,5′,6′-tetrahydro-β, β-carotene-3,5,3′,5′-tetraol. Deep-oxyneoxanthin, which was reisolated from Mimulus sp. is (3 S, 5 R, 6 R, 3′ R)-6,7-didehydro-6,7-dihydro-β, β-carotene-3,5,3′-triol (2), as shown by spectroscopic and chemical correlation with neoxanthin ( 6; de-epoxydation by BuLi/FeCl3).
- Publication
Helvetica Chimica Acta, 1980, Vol 63, Issue 8, p2531
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19800630848