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Evaluation of Pyridoacridine Alkaloids in a Zebrafish Phenotypic Assay
Department of Medicinal Chemistry, University of Utah, Salt Lake City, UT 84112, USA
Department of Oncological Sciences, Huntsman Cancer Institute, 2000 Circle of Hope, Salt Lake City, UT 84112, USA
* Author to whom correspondence should be addressed.
Received: 28 April 2010; in revised form: 20 May 2010 / Accepted: 25 May 2010 / Published: 2 June 2010
Abstract: Three new minor components, the pyridoacridine alkaloids 1-hydroxy-deoxyamphimedine (1), 3-hydroxy-deoxyamphimedine (2), debromopetrosamine (3), and three known compounds, amphimedine (4), neoamphimedine (5) and deoxyamphimedine (6), have been isolated from the sponge Xestospongia cf. carbonaria, collected in Palau. Structures were assigned on the basis of extensive 1D and 2D NMR studies as well as analysis by HRESIMS. Compounds 1–6 were evaluated in a zebrafish phenotype-based assay. Amphimedine (4) was the only compound that caused a phenotype in zebrafish embryos at 30 µM. No phenotype other than death was observed for compounds 1–3, 5, 6.
Keywords: pyridoacridine alkaloids; Xestospongia cf. carbonaria; zebrafish
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Wei, X.; Bugni, T.S.; Harper, M.K.; Sandoval, I.T.; Manos, E.J.; Swift, J.; Van Wagoner, R.M.; Jones, D.A.; Ireland, C.M. Evaluation of Pyridoacridine Alkaloids in a Zebrafish Phenotypic Assay. Mar. Drugs 2010, 8, 1769-1778.
Wei X, Bugni TS, Harper MK, Sandoval IT, Manos EJ, Swift J, Van Wagoner RM, Jones DA, Ireland CM. Evaluation of Pyridoacridine Alkaloids in a Zebrafish Phenotypic Assay. Marine Drugs. 2010; 8(6):1769-1778.
Wei, Xiaomei; Bugni, Tim S.; Harper, Mary Kay; Sandoval, Imelda T.; Manos, Elizabeth J.; Swift, Jennifer; Van Wagoner, Ryan M.; Jones, David A.; Ireland, Chris M. 2010. "Evaluation of Pyridoacridine Alkaloids in a Zebrafish Phenotypic Assay." Mar. Drugs 8, no. 6: 1769-1778.