Agelas mauritiana

Mauritamide A (481), a taurine-containing metabolite, was isolated from the sponge Agelas mauritiana [411]. The taurine-containing alkaloids tauroacidins A (482) and B (483) were isolated from a Hymeniacidon sp. from Okinawa and are tyrosine kinase inhibitors [412]. An imidazole alkaloid, (9 )-clathridine 9-A-(2-sulfoethyl)-imine (484), a taurine derivative of clathridine, was isolated from the calcareous sponge... 

Oroidine (138) and its dimer mauritiamine (139) from the sponge Agelas mauritiana inhibit larval metamorphosis at ED50 values of 19 and 15 (jg/ml, whereas 4,5-dibromopyrrole-2-carbamide promotes larval metamorphosis of the ascidian Ciona savignyi at a concentration of 2.5 (jg/ml [109]. 

Tsukamoto S, Kato H, Hirota H, Fusetani N (1996) Mauritiamine, a New Antifouling Oroidin Dimer from the Marine Sponge Agelas mauritiana. J Nat Prod 59 501... 

Tsukamoto, S., Kato, H., Hirota, H., and Fusetani, N., Mauritiamine, a new antifouling oroidin dimer from the marine sponge Agelas mauritiana, J. Nat. Prod., 59, 501, 1996. 

The racemic midpacamide (IS), possessing both pyrrole-2-carboxamide and N-methylated hydantoin moieties, has been isolated from an unidentified marine sponge collected in the Marshall Islands [35] and, subsequently, from the sponge Agelas mauritiana [36]. Two different total syntheses have been reported for this compound [37,38]. 

Mauritiamide A (16), isolated from the Fijian sponge Agelas mauritiana, contains the same N-methylpyrrole-2-carboxamide partial structure of midpacamide, but the second heterocyde is an aminoimidazolone ring [36]. 

Jimenez, C., Crews, P., (1994). Mauritamide A and aceompanying oroidin alkaloids corathQspoagQ Agelas mauritiana. Tetrahedron Lett. 35, 1375-1378. 

Beman, V. S., Roll, D. M., Ireland, Chris M., Greenstein, M., Maiese, William M., Steinberg, D. A., (1993). A study on the mechanism of action of sceptrin, an antimicrobial agent isolated from the South Pacific sponge Agelas mauritiana. J. Antimicrob. Chemother. 32, 539-550. 

F (122) was found to be identical with ageline A (122) previously reported by Capon and Faulkner (92). Nakatsu et al (106) determined the structure of an unusual purine-containing diterpene (129), an artifact derived from an unstable base that was the major antimicrobial metabolite of Agelas mauritiana. 

Nakatsu, T., D.J. Faulkner, G.K. Matsumoto, and J. Clardy Structure of the Diterpene Portion of a Novel Base from the Sponge Agelas mauritiana. Tetrahedron Lett. 25, 935 (1984). 

Three aromatic carotenoids and one transposed carotenoid have been isolated from Agelas mauritiana and A. schmidtii. None of them is identical to the carotenoids isolated from Hadromerida (see above). 

Agelas mauritiana Tanaka and Katayama, 1982a Tedania digitata Tanaka et al., 2001b... 

Me Br Br H C02Me Agelas mauritiana Fathi-Afsharand Allen, 1988... 

Nakatsu, T, Faulkner, D.J., Matsumoto, G.K., and Clardy, (. (1984) Structure of the diterpene portion of a novel base from the sponge Agelas mauritiana. Tetrahedron Lett., 25, 935-938. 

Vergne, C., Appenzeller, J., Ratinaud, C., Martin, M.-T, Debitus, C Zaparucha, A., and Al-Mourabit, A. (2008) Debromodispacamides B and D isolation from the marine sponge Agelas mauritiana and stereoseledive synthesis using a biomimetic proline route. Org. Lett, 10, 493-496. 

Fathi-Afshar, R. and Allen, T.M. (1988) Biologically active metabolites from Agelas mauritiana. Can. J. Chem., 66, 45-50. 

Ohba, M., Kawase, N and Fujii, T, (1995) Acetylations of ( )-agelasimine-A and ( )-agelasimine-B A racemic synthesis of purino-diterpene derived from antimicrobial metabolites of Agelas mauritiana. Heterocycles. 41,2661-2664. 

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