Minor and trace sterols in marine invertebrates 39.11For part 38, see ref. 10. 24ξ,25ξ-24,26-cyclocholest-5-en-3β-ol, a novel cyclopropyl sterol.
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Marine invertebrates
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Abstract Bei erneuter Untersuchung des Sterolgemisches von Callyspongia diffusa werden neben den bereits von Erdmann und Scheuer (1975) isolierten 9 Sterolen zusätzlich das 24‐Oxo‐cholesterin (Ia) und das Allen (Ib) identifiziert.
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Abstract Aus der Titel‐Spezies werden die neuen Monoditerpenoide (Ia) (Strongylophorin‐1 ), (Ib) (Strongylophorin‐3) und (VI) (Strongylophorin‐2) isoliert und strukturell aufgeklärt.
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A bioactivity-guided fractionation of a marine sponge Homaxinella sp. has led to the isolation of three new (1−3) highly degraded sterols and four new 6-O-alkylated (6−9) sterols, along with known sterol derivatives. The degraded sterols (1−5) belong to the class incisterols, previously isolated from the marine sponge Dictyonella incisa. Mainly NMR and MS spectroscopic analyses established the gross structures of the new compounds. The relationship between the stereoisomerism of the side chain and HPLC retention time has also been discussed. The compounds were tested against a panel of five human solid tumor cell lines, and especially the degraded sterols (1−4) displayed significant cytotoxicity.
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Abstract This review article presents our group's recent research findings with regard to bioactive natural products from marine sponges and tunicates, as well as from sponge derived fungi. The organisms discussed originate in the Indopacific region, which has an exceptionally rich marine biodiversity. Major topics that are covered in our review include the chemical ecology of sponges, focusing on defense against fishes, as well as the isolation and identification of new bioactive constituents from sponges and tunicates. Sponge derived fungi are introduced as an emerging source for new bioactive metabolites, reflecting the currently growing interest in natural products from marine microorganisms.
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eported here is identification of a 7-en-sterol and a 5-en-sterol which containsa cyclopropane ring in its side chain and is separated from the South China Seasponge Biemna sp. . This leads to the isolation and identification of twelve sterols inthis marine sponge by using gas chromatography-mass spectrometry (GC-MS)analysis. The occurrence of 7-en-sterol and 5-en-sterol with a cyclopropane ring inits side chain from the south China Sea sponge was first reported here.
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A novel lanosterol-derived metabolite, penasterol (1), with potent antileukemic activity has been isolated from the Okinawan marine sponge Penares sp. and the structure elucidated on the basis of evidence provided by spectroscopy and chemical transformations. This is the first isolation of a marine sterol with a 14-carboxy group potentially important within the framework of sterol biosynthesis.
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An investigation of the MeOH soluble fractions of marine sponge Psammocinia sp. (Order: Dictyoceratida) led to the isolation of a new epidioxy sterol (1) and four known sterols (2-5). Their planar structures were defined by analyses of the spectroscopic data. The 27-nor-24-methylcholestan type side chain with an epidioxy nucleus (1) was unprecedented. Compounds 1-5 were isolated from a sponge Psammocinia sp. for the first time.
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