| | 1 | Author
| Francesco Cafieri, Ernesto Fattorusso, Yosef Mahajnah, Alfonso Mangoni | Requires cookie* | | | Title
| 6-Bromo-5-hydroxy-3-indoIecarboxyaldehyde from the Caribbean sponge Oceanapia bartschi  | | | | Abstract
| The organic extract from Oceanapia bartschi has been shown to contain the antibiotic di-terpene Ambliol A (1) and three indole derivatives, 3-bromoindole (2), 6-bromo-3-indole-carboxyaldehyde (3), and 6-bromo-5-hydroxy-3-indolecarboxyaldehyde (4). The structure of the novel compound 4 has been established from its spectroscopic ('H and 13C NMR, UV, IR, and MS) data. | | | |
Reference
| Z. Naturforsch. 48b, 1408—1410 (1993); received March 291993 | | | |
Published
| 1993 | | | |
Keywords
| Oceanapia bartschi, Oceanapid, Sponges, Indole Derivatives, Bromoindoles | | | |
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| default:Reihe_B/48/ZNB-1993-48b-1408.pdf | | | | Identifier
| ZNB-1993-48b-1408 | | | | Volume
| 48 | |
| 2 | Author
| Michael Assmann3, VictorW. Rayb, RobW M Van Soestc, Peter Proksch3 | Requires cookie* | | | Title
| Aiolochroia crassa* | | | | Abstract
| A detailed analysis of the chemical constituents of a Caribbean specimen of Aiolochroia crassa was performed. Five brominated products (1 -5) were isolated and one of these was a new bromotyrosine metabolite. The structure of the new compound 1 has been established from spectral studies. Compounds 1 and 2, which are the major brominated metabolites and have not been previously identified in any Aiolochroia species, could be usefully employed as chemotaxonomic markers. | | | |
Reference
| Z. Naturforsch. 53c, 398 (1998); received April 8 1998 | | | |
Published
| 1998 | | | |
Keywords
| Sponges, Aiolochroia crassa, Isoxazoline Alkaloids, Structure Elucidation | | | |
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| default:Reihe_C/53/ZNC-1998-53c-0398.pdf | | | | Identifier
| ZNC-1998-53c-0398 | | | | Volume
| 53 | |
| 4 | Author
| R. A. Ta N, T. Eeyapant3, PatriciaK. Reis3, V. Ictor, W. Rayb, LudgerW. Ittec, Peter Proksch3 | Requires cookie* | | | Title
| Brominated Secondary Compounds from the Marine Sponge Verongia aerophoba and the Sponge Feeding Gastropod Tylodina perversa | | | | Abstract
| Analysis of the marine sponge Verongia aerophoba from the Canary islands afforded the brominated secondary constituents isofistularin-3, aerophobin-1 and aerophobin-2 which are probably involved in the chemical defense of the sponge. In addition the yellow pigment urani-dine and the unusual sterol aplysterol were isolated. The patterns o f brominated compounds were almost superimposable when samples of V. aerophoba from different islands were com pared by HPLC indicating de novo synthesis by the sponge or by endosymbiotic microorgan isms rather than uptake by filter feeding. The only differences observed between the different samples analyzed were with regard to the total concentrations of brominated compounds which varied from 7.2-12.3% of the dry weight dependent on the different collection sites. The Opisthobranch gastropod Tylodina perversa is specialized for feeding on V. aerophoba. Chemical analysis of the gastropod revealed the sponge constituents uranidine, isofistularin-3, aerophobin-1 and aerophobin-2 as well as aerothionin, a further brominated compound which is apparently a biotransform ation product of the brom inated sponge constiiuents. | | | |
Reference
| Z. Naturforsch. 48c, 640—644 (1993); received March 17 1993 | | | |
Published
| 1993 | | | |
Keywords
| Verongia aerophoba, Tylodina perversa, Sponges, G astropods, Secondary Compounds | | | |
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| default:Reihe_C/48/ZNC-1993-48c-0640.pdf | | | | Identifier
| ZNC-1993-48c-0640 | | | | Volume
| 48 | |
| 5 | Author
| R. Teeyapant3, H.J W Oerdenbagb, P. Kreis3, J. Hacker0, V. W. Rayd, L. Witte6, P. Proksch3 | Requires 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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| default:Reihe_C/48/ZNC-1993-48c-0939.pdf | | | | Identifier
| ZNC-1993-48c-0939 | | | | Volume
| 48 | |
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