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  • 1
    ISSN: 1420-9071
    Keywords: Pyrones ; polypropionates ; marine molluscs ; regeneration ; growth factors ; ichthyotoxins ; marine toxins ; Hydra
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract The extraordinary regenerative phenomena in the marine ascoglossan molluscCyerce cristallina are described here for the first time. The possible correlation between cyercenes, pyrones recently isolated from the mollusc regenerating dorsal appendages (cerata), and the processes of chemical defense and regeneration in the mollusc, was investigated by studying the tissue distribution, biological activity and biogenesis of cyercenes. Differences in distribution between theC. cristallina mantle, cerata and mucous secretion were found. Cyercenes showed activity in theHydra vulgaris regeneration assay and the mosquito fish ichthyotoxicity assay. The de novo biosynthesis of cyercenes from propionic acid was demonstrated by means of in vivo adsorption experiments with radiolabeled propionate.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1432-1793
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The multiple defensive strategies of four Mediterranean ascoglossan molluscan species, belonging to two different Polybranchioidea families, Cyerce cristallina (Trinchese, 1881) and Caliphylla mediterranea (Costa A., 1869) (Polybranchiidae), and Ercolania funerea (Costa A., 1867) and Placida dendritica (Alder and Hancock, 1843) (Stiligeridae), were studied. E. funerea, P. dendritica and C. mediterranea were collected from the lake Fusaro (Arco Felice, Naples) in 1992. C. cristallina was collected from Capo Miseno (Bay of Naples) in 1991. C. cristallina and E. funerea easily undergo autotomy of dorso-lateral appendages (cerata) followed by an extraordinarily quick (8 to 10 d) regeneration of the latter. Histological analyses showed the presence, at the basis of both normal and regenerated cerata of these species, of a muscular sphincter which facilitates the autotomic process. C. mediterranea and P. dendritica, which do not undergo autotomy, lack this anatomical feature but feed upon algae belonging to the Chaetomorpha and Bryopsis genera, and, as shown by electron microscopy studies, retain large quantities of chloroplasts which they use as camouflage amidst algae and to escape predation. E. funerea also exploits this behavioral defense mechanism. Histological investigations also revealed in the cerata of all four species several multi-cellular mucous glands responsible for the secretion of the slime typical for these molluscs. C. cristallina, E. funerea and P. dendritica secrete large amounts of slime, whose extracts displayed ichthyotoxic activity when assayed by the Gambusia affinis ichthyotoxicity assay, while extracts of C. mediterranea slime were not toxic. A chemical analysis of the slime, mantle and cerata led to the isolation of polypropionate α- and γ-pyrones from all species except C. mediterranea. These secondary metabolites possess structures that differ only by the degree of methylation and the geometry of double bonds of the side chain and are specifically distributed in cerata and slime of C. cristallina and E. funerea. The pyrones also display different activities in the Hydra vulgaris regeneration assay and in the G. affinis ichthyotoxicity test and, depending on their structural features and tissue distribution, are likely to play a role either as defense allomones or as supportive inducers of cerata regeneration. In conclusion, combined biological observations and histological and chemical techniques generated valuable information on the defensive behavior of these four ascoglossan species which exploit various combinations of the same behavioral and/or chemical defensive strategies and thus successfully avoid predation.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Cellular and molecular life sciences 52 (1996), S. 120-126 
    ISSN: 1420-9071
    Keywords: Hydroxyoctadecatrienoic acids ; polyunsaturated fatty acids ; lipoxygenases ; invertebrate oxylipins ; Hydra ; HETEs
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract We have recently reported the occurrence of 9(R)-hydroxy-, 9(R)-hydroperoxy- and 9-keto-octadeca-10E,12Z,15Z-trienoic acids (9-HOTrE, 9-HPOTrE and 9-KOTrE) inHydra vulgaris, and their biosynthesis from α-linolenic acid (α-LA) through the action of an enantioselective ω 10(R)-lipoxygenase (ω10-LO). Here we describe the finding of these α-LA metabolites as esters to the 2-position of phosphatidylcholine, phosphatidylethanolamine and, in trace amounts, phosphatidylinositol. Small amounts of a compound co-eluting with an authentic standard of 9(R)-hydroxy-octadeca-10E,12Z-dienoic acid, a metabolite potentially derived from the action of ω 10-LO on linoleic acid, were also found esterified with phospholipids. Since direct peroxidation of membrane lipids has been described, experiments were aimed at establishing whether α-LA metabolite-containing phospholipids could originate, inH. vulgaris, from either spontaneous or ω 10-LO-catalyzed oxidation of phospholipid-bound α-LA. Incubation of either unlabelled or radiolabelled PUFA-containing phosphoglycerides withH. vulgaris ω 10-LO did not result in their peroxidation. This suggests that α-LA and LA metabolites are incorporated into glycerophospholipids after their formation by ω 10-LO, and that, as in mamals, membrane phospholipids may serve as a reservoir for these bioactive compounds. This is the first example in an invertebrate species of lipoxygenase products esterified to phosphoglycerides.
    Type of Medium: Electronic Resource
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