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• Wei, X
• Bugni, T
• Harper, M
• Sandoval, I
• Manos, E
• Swift, J
• Van Wagoner, R
• Jones, D
• Ireland, C
• [+] on Google Scholar
• Wei, X
• Bugni, T
• Harper, M
• Sandoval, I
• Manos, E
• Swift, J
• Van Wagoner, R
• Jones, D
• Ireland, C
• [+] on PubMed
• Wei, X
• Bugni, T
• Harper, M
• Sandoval, I
• Manos, E
• Swift, J
• Van Wagoner, R
• Jones, D
• Ireland, C

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Mar. Drugs 2010, 8(6), 1769-1778; doi:10.3390/md8061769

Article

Evaluation of Pyridoacridine Alkaloids in a Zebrafish Phenotypic Assay

Xiaomei Wei ¹, Tim S. Bugni ¹, Mary Kay Harper ¹, Imelda T. Sandoval ², Elizabeth J. Manos ², Jennifer Swift ², Ryan M. Van Wagoner ¹, David A. Jones ² and Chris M. Ireland ^2,*

¹ Department of Medicinal Chemistry, University of Utah, Salt Lake City, UT 84112, USA ² 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

(This article belongs to the Special Issue Marine Alkaloids)

Download PDF Full-Text [190 KB, uploaded 2 June 2010 17:32 CEST]

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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