Ageliferin
Appearance
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IUPAC name
N-[[(5S,6R,7R)-2-amino-7-(2-amino-1H-imidazol-5-yl)-5-[[[(4-bromo-1H-pyrrol-2-yl)carbonyl]amino]methyl]-4,5,6,7-tetrahydro-1H-benzimidazol-6-yl]methyl]-4-bromo-1H-pyrrole-2-carboxamide
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Other names
Ageliferine
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
CompTox Dashboard (EPA)
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Properties | |
C22H24Br2N10O2 | |
Molar mass | 620.310 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ageliferin is a chemical compound produced by some sponges. It was first isolated from Carribbean and then Okinawan marine sponges in the genus Agelas. [1] [2][3] It often co-exists with the related compound sceptrin and other similar compounds. (See also Agelas clathrodes and Agelas conifera.) It has antibacterial properties and can cause biofilms to dissolve.[4]
References
- ^ "Bioactive Compounds from Aquatic and Terrestrial Sources". Journal of Natural Products. 53 (4): 771–792. 1990.
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: Text "Rinehart, Kenneth L; Holt, Tom G.; Fregeau, Nancy L.; Keifer, Paul A.; et al." ignored (help) - ^ Keifer, Paul A.; Schwartz, Robert E.; Koker, Moustapha E.S.; Hughes, Robert G., Jr.; Rittschoff, Dan; Rinehart, Kenneth L. (1991). "Bioactive Bromopyrrole Metabolites from the Carribean Sponge Agelas conifera". J. Org. Chem. 56: 2965–75.
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: CS1 maint: multiple names: authors list (link) - ^ Kobayashi, Junichi; Tsuda, Masashi; Murayama, Tetsuya; Nakamura, Hideshi; Ohizumi, Yasushi; Ishibashi, Masami; Iwamura, Michiko; Ohta, Tomihisa; Nozoe, Shigeo (1990). "Ageliferins, potent actomyosin ATPase activators from the Okinawan marine sponge Agelas sp". Tetrahedron. 46 (16): 5579–86. doi:10.1016/S0040-4020(01)87756-5.
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: CS1 maint: multiple names: authors list (link) - ^ Laura Sanders (2009). "Sponge's secret weapon restores antibiotics' power: Bacteria treated with compound lose their resistance". Science News. 175 (6): 16.