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Article
Novel diterpenoid diacylglycerols from marine molluscs: potent morphogens and protein kinase C activators
Five novel 1,2-sn-diacylglycerols with diterpenoid acyl moieties in thesn-1 position were isolated and characterized, together with the corresponding 1,3-sn-diacylglycerols, from three species of dorid nudibranch...
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Article
Occurrence and biosynthesis of 11 (R)-hydroxy-eicosatetraenoic acid (11-R-HETE) in the Caribbean soft coralPlexaurella dichotoma
Gorgonian soft corals from the Caribbean Sea are known to contain prostaglandin-like compounds as well as other products of arachidonic acid lipoxygenation, and the formation of the latter has been suggested t...
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Article
ω10-Lipoxygenase products of α-linolenic acid are esterified to phospholipids inHydra vulgaris
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-linoleni...
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Article
Hydra vulgaris ω10-lipoxygenase is used in vivo to synthesize new α-linolenic acid metabolites
Previous studies conducted in cytosolic extracts of the freshwater hydrozoanHydra vulgaris led to the finding of an abundant 11(R)-lipoxygenase catalyzing the peroxidation of polyunsaturated fatty acid (PUFAs) on...
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Article
Transfer of secondary metabolites from the spongesDysidea fragilis andPleraplysilla spinifera to the mantle dermal formations (MDFs) of the mudibranchHypserlodoris webbi
The opisthobranch molluscHypselodoris webbi is able to select, among its potential preys, sponges chemically rich in furanosesquiterpenoids. The sequestered secondary metabolites act as defensive allomones agains...
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Article
Histological and biochemical bases of defense mechanisms in four species of Polybranchioidea ascoglossan molluscs
The multiple defensive strategies of four Mediterranean ascoglossan molluscan species, belonging to two different Polybranchioidea families, Cyerce cristallina (Trinchese, 1881) and Caliphylla mediterranea (Costa...
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Article
Biotransformation of a dietary sesterterpenoid in the Mediterranean nudibranch Hypselodoris orsini
The metabolic relationship between the marine molluscHypselodoris orsini and the spongeCacospongia mollior has been reinvestigated. The predator-prey association has been confirmed even though the metabolic patte...
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Article
Diasteroisomeric ichthyotoxic acylglycerols from the dorsum of two geographically distinct populations ofArchidoris nudibranchs
Two marine opisthobranchs,Archidoris tuberculata from Asturias (N. Spain) andArchidoris carvi from Patagonia (S. Argentina), contain in their dorsum diasteroisomeric ichthyotoxic acylglycerols esterified in posit...
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Article
Defensive allomones in three species ofHypselodoris (gastropoda: Nudibranchia) from the Cantabrian sea
ThreeHypselodoris species,H. villafranca, H. cantabrica, and H. tricolor, have been studied in order to further investigate the defensive strategies of Chromodorididae mollusks from Iberian coasts. All animals po...
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Article
The possible involvement of protein kinase C and phospholipase A2 inHydra tentacle regeneration
The participation of protein kinase C (PKC) in the regeneration of tentacles ofHydra vulgaris was studied. Regeneration was induced by 1,2-sn-dioctanoyl-glycerol (diC8) and the novel diterpenoidic diacylglycerol ...
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Article
Cyercenes, novel pyrones from the ascoglossan molluscCyerce cristallina. Tissue distribution, biosynthesis and possible involvement in defense and regenerative processes
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 m...
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Article
A histological and chemical study of the cerata of the opisthobranch molluscTethys fimbria
Tethys fimbria is a poorly studied nudibranch that, recently, has been shown to possess large amounts of unusual prostaglandin (PG) derivatives. The cerata ofT. fimbria collected in the Bay of Naples (Italy) bet...
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Article
Defensive strategy of twoHypselodoris nudibranchs from Italian and Spanish coasts
Hypselodoris nudibranchs from different geographic areas (Spain and Italy) have been studied in order to investigate their general defensive strategy. Longifolin (1) and nakafuran-9 (2) are the main ichthyodeter...
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Article
Drimane sesquiterpenoids in MediterraneanDendrodoris nudibranchs: Anatomical distribution and biological role
Two Mediterranean species ofDendrodoris nudibranchs have elaborated a very sophisticated defensive strategy against predators, involving the denovo biosynthesis of a series of drimane sesquiterpenoids, some of wh...
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Article
A marine mollusc provides the first example of in vivo storage of prostaglandins: Prostaglandin-1,15-lactones
Prostaglandin-(PG) 1,15-lactones and, in smaller amounts, free acids, were isolated from both the mantle and the dorso-lateral appendices of the opisthobranch molluscTethys fimbria. In vivo conversion of PGs into...
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Article
Kelletinin I and kelletinin A from the marine molluscBuccinulum corneum are inhibitors of eukaryotic DNA polymeraseα
The inhibitory effect of esters of p-hydroxybenzoic acid (kelletinins I and A), extracted from the marine gastropodBuccinulum corneum, have been tested on eukaryotic and prokaryotic enzymes of DNA metabolism such...
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Article
Alarm pheromones from the Mediterranean opisthobranchHaminoea navicula
Structure and absolute stereochemistry of two new 3-alkylpyridines, haminol-A (3) and haminol-B (4), isolated from the cephalaspidean molluscHaminoea navicula, have been determined by means of spectral and chemic...
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Article
Oxytoxins, bioactive molecules produced by the marine opisthobranch molluscOxynoe olivacea from a diet-derived precursor
The ethereal extract of the mucous secretion from the opisthobranch molluscOxynoe olivacea was examined and found to contain two novel ichthyotoxic compounds, named oxytoxin 1 and 2 (1, 2). The structures of1 and
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Article
Studies on the defensive behaviour ofHypselodoris species (Gastropoda: Nudibranchia): Ultrastructure and chemical analysis of mantle dermal formations (MDFs)
The mantle dermal formations (MDFs) ofHypselodoris webbi (D'orbigny, 1839), andH. cantabrica (Bouchet and Ortea, 1980) are globular sub-epidermal structures located in the cephalic and caudal regions. Histologica...
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Article
A naturally-occurring analog of methylthioadenosine (MTA) from the nudibranch molluscDoris verrucosa
9-[5′-deoxy-5′-(methylthio)-β-d-xylofuranosyl]-adenine, the first naturally occurring analog of methylthioadenosine (MTA), was isolated from the marine nudibranch molluscDoris verrucosa. This finding provides ind...