A series of 19'-hexanoyloxyfucoxanthin derivatives from the sea mussel, Mytilus galloprovincialis, grown in the Black Sea, Ukraine.

Research Institute for Production Development, 15 Shimogamo-morimoto-cho, Sakyo-ku, Kyoto 606-0805, Japan.
Journal of Agricultural and Food Chemistry (Impact Factor: 3.11). 11/2011; 59(24):13059-64. DOI: 10.1021/jf2035115
Source: PubMed

ABSTRACT A series of carotenoids with 19- or 19'-hexanoyloxy moieties, 19'-hexanoyloxyfucoxanthin (1), 19'-hexanoyloxyfucoxanthinol (2), 19'-hexanoyloxyhalocynthiaxanthin (3), 19-hexanoyloxycrassostreaxanthin A (4), 19-hexanoyloxymytiloxanthin (5), and 19-hexanoyloxyallenicmytiloxanthin (6) were isolated from the edible part of the sea mussel, Mytilus galloprovincialis, grown in the Black Sea, Ukraine. Among them, 3, 4, and 6 were new compounds. These structures were charcterized by UV-vis, fast atom bombardment mass spectrometry, circular dichroism, and (1)H NMR spectroscopic data. They were assumed to be metabolites of 19'-hexanoyloxyfucoxanthin (1).

  • [Show abstract] [Hide abstract]
    ABSTRACT: There were studied content and composition of carotenoids in body of the Black Sea gastropod mollusc Rapana venosa. To separate and identify this group of compounds, methods of thin layer and high performance liquid chromatography, mass-spectra and spectra in UV-VIS range were used. There were identified 84-87% of carotenoids. The main proportion belonged to mytiloxanthine--28-30%. The rest--pectenolon, diatoxanthin, alloxanthin--accounted for 10-15% of the total content except for beta-carotene--3-4%. The fraction is also isolated which contains complex esters of pectenolon, diatoxanthin, alloxanthin, and mytiloxanthin. It amounts to 17-20 % of pigments of carotenoid line. Minor components were not determined. Pathways of metabolic transformation of carotenoids in tissues of R. venosa are considered on the basis of study of the trophic system "mollusc-filtrator--mollusc-predator" by the example of Mytilus galloprovincialis and R. venosa.
    Zhurnal evoliutsionnoń≠ biokhimii i fiziologii 05/2013; 49(3):187-94.
  • [Show abstract] [Hide abstract]
    ABSTRACT: By using high-performance liquid chromatography, UV-VIS-spectra and mass spectra (FAB MS) in tissues of bivalve mollusc Anadara inaequivalvis (Bruguiere, 1789) there are identified seven kinds of carotenoids: trans- and cis-pectenolon, alloxanthin, pectenol A, beta-carotene, zeaxanthin, and diatoxanthin. Their quantitative ratio in hepatopancreas, gills, and foot of the animals was determined. There was revealed negative correlation (R2 about 0.9) between content of several carotenoids (trans- and cis-pectenolon, zeaxanthin, alloxanthin, and diatoxanthin) in tissues and activities of antioxidant enzymes (catalase and superoxide dismutase). The presence of competitive relations between these molecular systems is assumed and their underlying causes are discussed.
    Zhurnal evoliutsionnoń≠ biokhimii i fiziologii 07/2013; 49(4):255-63.