Two new trisulfated triterpene glycosides, liouvillosides A (1) and B (2), have been isolated from the Antarctic sea cucumber Staurocucumis liouvillei. Their structures have been elucidated by spectroscopic analysis (NMR and FABMS) and chemical transformations. Liouvillosides A (1) and B (2) are two new examples of a small number of trisulfated triterpene glycosides from sea cucumbers belonging to the family Cucumariidae. Both glycosides were found to be virucidal against herpes simplex virus type 1 (HSV-1) at concentrations below 10 microg/mL.
From the water-insoluble lipid fraction of the methylene chloride/methanol extract of the starfish Cosmasterias lurida, two new glucosylceramides together with a known glucosylceramide, ophidiacerebroside E, were isolated by chromatographic procedures and characterized by spectroscopic (1H and 13C nuclear magnetic resonance, mass spectrometry) methods. The new compounds were identified as (2S,3R,4E,8E,10E)-1-(beta-D-glucopyranosyloxy)-3 -hydroxy-2-[(R)-2-hydroxyheptadecanoyl)amino]-9-methyl-4,8,10-o ctadecatriene (3) and (2S,3R,4E,8E,10E)-1-(beta-D-glucopyranosyloxy)-3 -hydroxy-2-[(R)-2-hydroxyoctadecanoyl)amino]-9-methyl-4,8,10-oc tadecatriene (4).
The oxidation of naphthalene was investigated in a biomimetic catalytic system using KHSO 5 and iron(III) tetrakis(p-sulfonatophenyl)porphyrin ( FeTPPS ) in order to elucidate the influence of solution forms, such as buffer pH and co-solvent types, on the reaction. 1,4-naphthoquinone was the main byproduct and the efficiency of oxidation, particularly 1,4-naphthoquinone formation, was influenced by pH and the type of co-solvent used. The most efficient conversion of 1,4-naphthoquinone was observed at an acidic pH (= 3). At higher pH , the formation of 渭-oxo species ( OFe 2( TPPS )2) leads to a decrease of the percentage of naphthalene oxidized. In addition, the organic co-solvents (methanol, ethanol, 2-propanol and acetonitrile) influenced the amounts of naphthalene conversion. The amounts of 1,4-naphthoquinone formed were related to the electron donating character of the organic co-solvents.
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