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'Structure Elucidation' in keywords Facet   Publication Year 1993  [X]
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1Author    G. Falsone, F. Cateni, F. Katusian, H. Wagner, O. SeligmannRequires cookie*
 Title    Constituents of Euphorbiaceae, 10. Conun. [1] New Cerebrosides from Euphorbia characias L  
 Abstract    G . P ellizer and F. A sa r o D epartm ent o f Chemical Sciences, U niversity o f Trieste, V ia L. Giorgieri 1 Four new cerebrosides C -l-C -4 were isolated from the latex o f Euphorbia characias L. On the basis o f spectral evidences and chem ical reactions they were characterized as (2 S , 3 S , 4 R , 5 R , 6Z)-l-0-(/?-D -glu cop yran osyl)-2N -[(2'R)-2'-h yd roxy-(15'Z)-tetracose-noyl]-6(Z)-octadecene-l,3,4,5-tetraol-2-am ino (C -l), (2 S , 3 S , 4 R , 5 R, 6 Z)-l-0 -(/? -D -g lu co -p y ra n o sy l)-2 N -[(2 'R)-2 'h y d ro x y -(1 7 'Z)-h ex a c o sen o y l]-6 (Z)-o c ta d e c en e-l,3 ,4 ,5 -te tr a o l-2-am ino(C -2),(2S, 3S , 4 R , 5 R, 6Z)-l-0-(/3-D -glucopyranosyl)-2N -[(2'R)-2'-hydroxy-(19'Z)-octacosenoyl]-6-(Z)-octadecene-l,3,4,5-tetraol-2-am ino (C -3) and (2S , 3 S, 4 R , 5 R, 6 Z)-l-0 -(/?-D -glu cop yran o sy l)-2 N -[(2 'R)-2 '-h y d ro x y -o cta co sa n o y l]-6 -(Z)-o cta d ecen e-l, 3,4,5-tetraol-2-amino (C-4). Reversed phase colum n flash chromatography was effective for the isolation of the cere­ brosides. FA B -M S spectrometry, X H N M R , 13C N M R analysis and chemical reactions were useful in providing information for the structure elucidation. 
  Reference    Z. Naturforsch. 48b, 1121 (1993); received March 2 1 9 9 3 
  Published    1993 
  Keywords    Euphorbiaceae, C erebrosides, Structure Elucidation 
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 TEI-XML for    default:Reihe_B/48/ZNB-1993-48b-1121.pdf 
 Identifier    ZNB-1993-48b-1121 
 Volume    48 
2Author    R. Teeyapant3, H.J W Oerdenbagb, P. Kreis3, J. Hacker0, V. W. Rayd, L. Witte6, P. Proksch3Requires cookie*
 Title    Antibiotic and Cytotoxic Activity of Brominated Compounds from the Marine Sponge Verongia aerophoba  
 Abstract    Analysis of the marine sponge Verongia aerophoba from the Canary Islands afforded eight brominated secondary metabolites including the small molecular weight compounds aeroply-sinin-1 (5) and the dienone (7) which were previously shown to arise by enzymatically cata­ lyzed degradation of aerophobin-2 (4) and isofistularin-3 (1) following breakdown of the cellu­ lar compartmentation o f the sponge. All compounds were identified from their NM R and mass spectra. Aeroplysinin-1 as well as dienone which arise from isofistularin-3 or aeropho­ bin-2 by biotransformation within the sponge showed a significantly higher antibiotic as well as cytotoxic activity than their biogenetic precursors. Antibiotic activity was studied with re­ spect to several gram-positive and gram-negative bacteria including B. subtilis, S. aureus and E. coli. The MICs (MBCs) of aeroplysinin-1 (5) and the dienone (7) varied between 12.5-25 (50-100) ng/ml respectively. Cytotoxicity was tested in vitro towards HeLa cells, a human cervix uteri tumour cell line. Aeroplysinin-1 (5) and the dienone (7) displayed pronounced cytotoxic activity with IC50s of 3.0 and 3.2 |iM respectively. A five-fold increase in cytotoxicity was observed after O-acetylation of the dienone (7). The IC50 of the dienone O-acetate (0.6 ^im) was comparable to that o f the clinically used anticancer drug cisplatin (0.7 ^m). 
  Reference    Z. Naturforsch. 48c, 939—945 (1993); received July 16/August30 1993 
  Published    1993 
  Keywords    Verongia aerophoba, Sponges, Secondary Metabolites, Structure Elucidation, Antibiotic Activity 
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 TEI-XML for    default:Reihe_C/48/ZNC-1993-48c-0939.pdf 
 Identifier    ZNC-1993-48c-0939 
 Volume    48