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'''Ageliferin''' is a [[chemical compound]] produced by some [[sponge]]s. It was first isolated from Carribbean and Okinawan marine sponges in the genus ''Agelas''.<ref>{{cite journal | author = Keifer, Paul A.; Schwartz, Robert E.; Koker, Moustapha E.S.; Hughes, Robert G., Jr.; Rittschoff, Dan; Rinehart, Kenneth L. | title = Bioactive Bromopyrrole Metabolites from the Carribean Sponge Agelas conifera | journal = J. Org. Chem. | year = 1991 | volume = 56 | pages = 2965-75}}</ref> <ref>{{cite journal | author = Kobayashi, Junichi; Tsuda, Masashi; Murayama, Tetsuya; Nakamura, Hideshi; Ohizumi, Yasushi; Ishibashi, Masami; Iwamura, Michiko; Ohta, Tomihisa; Nozoe, Shigeo | title = Ageliferins, potent actomyosin ATPase activators from the Okinawan marine sponge Agelas sp. | journal = Tetrahedron | year = 1990 | volume = 46 | issue = 16 | pages = 5579–86 | doi = 10.1016/S0040-4020(01)87756-5}}</ref> It often co-exists with the related compound sceptrin and other similar compounds. (See also [[Agelas clathrodes|Agelas clathrodes]] and [[Agelas conifera|Agelas conifera]].) It has antibacterial properties and can cause [[biofilm]]s to dissolve.<ref>{{cite journal | title = Sponge’s secret weapon restores antibiotics’ power: Bacteria treated with compound lose their resistance | journal = Science News | author = Laura Sanders | year = 2009| volume = 175 | issue = 6 | pages = 16 | url = http://www.sciencenews.org/view/generic/id/40894/title/Sponge%27s_secret_weapon_restores_antibiotics%27_power}}</ref>
'''Ageliferin''' is a [[chemical compound]] produced by some [[sponge]]s. It was first isolated from Carribbean and then Okinawan marine sponges in the genus ''Agelas''. <ref>{{cite journal | Rinehart, Kenneth L; Holt, Tom G.; Fregeau, Nancy L.; Keifer, Paul A.; et al. | title = Bioactive Compounds from Aquatic and Terrestrial Sources | journal = Journal of Natural Products | year = 1990 | volume = 53 | issue = 4 | pages = 771-792}}</ref> <ref>{{cite journal | author = Keifer, Paul A.; Schwartz, Robert E.; Koker, Moustapha E.S.; Hughes, Robert G., Jr.; Rittschoff, Dan; Rinehart, Kenneth L. | title = Bioactive Bromopyrrole Metabolites from the Carribean Sponge Agelas conifera | journal = J. Org. Chem. | year = 1991 | volume = 56 | pages = 2965-75}}</ref><ref>{{cite journal | author = Kobayashi, Junichi; Tsuda, Masashi; Murayama, Tetsuya; Nakamura, Hideshi; Ohizumi, Yasushi; Ishibashi, Masami; Iwamura, Michiko; Ohta, Tomihisa; Nozoe, Shigeo | title = Ageliferins, potent actomyosin ATPase activators from the Okinawan marine sponge Agelas sp. | journal = Tetrahedron | year = 1990 | volume = 46 | issue = 16 | pages = 5579–86 | doi = 10.1016/S0040-4020(01)87756-5}}</ref> It often co-exists with the related compound sceptrin and other similar compounds. (See also [[Agelas clathrodes|Agelas clathrodes]] and [[Agelas conifera|Agelas conifera]].) It has antibacterial properties and can cause [[biofilm]]s to dissolve.<ref>{{cite journal | title = Sponge’s secret weapon restores antibiotics’ power: Bacteria treated with compound lose their resistance | journal = Science News | author = Laura Sanders | year = 2009| volume = 175 | issue = 6 | pages = 16 | url = http://www.sciencenews.org/view/generic/id/40894/title/Sponge%27s_secret_weapon_restores_antibiotics%27_power}}</ref>


== References ==
== References ==

Revision as of 22:18, 28 October 2011

Ageliferin
Names
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
Other names
Ageliferine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C22H24Br2N10O2/c23-10-2-14(27-5-10)19(35)29-4-9-1-13-18(34-22(26)32-13)17(16-8-31-21(25)33-16)12(9)7-30-20(36)15-3-11(24)6-28-15/h2-3,5-6,8-9,12,17,27-28H,1,4,7H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t9-,12-,17?/m1/s1 checkY
    Key: DMMLTRAQSJWUHT-GQFUOHMQSA-N checkY
  • InChI=1/C22H24Br2N10O2/c23-10-2-14(27-5-10)19(35)29-4-9-1-13-18(34-22(26)32-13)17(16-8-31-21(25)33-16)12(9)7-30-20(36)15-3-11(24)6-28-15/h2-3,5-6,8-9,12,17,27-28H,1,4,7H2,(H,29,35)(H,30,36)(H3,25,31,33)(H3,26,32,34)/t9-,12-,17?/m1/s1
    Key: DMMLTRAQSJWUHT-GQFUOHMQBZ
  • Brc1cc(nc1)C(=O)NC[C@H]3Cc5nc(N)nc5C([C@@H]3CNC(=O)c2cc(Br)cn2)c4cnc(N)n4
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).
☒N verify (what is checkY☒N ?)

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

  1. ^ "Bioactive Compounds from Aquatic and Terrestrial Sources". Journal of Natural Products. 53 (4): 771–792. 1990. {{cite journal}}: Text "Rinehart, Kenneth L; Holt, Tom G.; Fregeau, Nancy L.; Keifer, Paul A.; et al." ignored (help)
  2. ^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ Laura Sanders (2009). "Sponge's secret weapon restores antibiotics' power: Bacteria treated with compound lose their resistance". Science News. 175 (6): 16.