Bicyclic alpha ,[Omega]-dicarboxylic acid derivatives from a colonial tunicate of the family Polyclinidae

In the course of our search for bioactive metabolites from a colonial tunicate of the family Polyclinidae, six new ( 1- 6) cyclic fatty acid derivatives were isolated. Their planar structures were established on the basis of NMR and MS spectroscopic analyses. The relative configuration was determine...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2009-11, Vol.19 (21), p.6205-6208
Hauptverfasser: Bao, Baoquan, Dang, Hung The, Zhang, Ping, Hong, Jongki, Lee, Chong-O, Cho, Hee Young, Jung, Jee H
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Sprache:eng
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Zusammenfassung:In the course of our search for bioactive metabolites from a colonial tunicate of the family Polyclinidae, six new ( 1- 6) cyclic fatty acid derivatives were isolated. Their planar structures were established on the basis of NMR and MS spectroscopic analyses. The relative configuration was determined by NOESY experiment. Compounds 1- 6 represent a fused bicyclic skeleton possibly derived from alpha ,[Omega]- dicarboxylic acids such as eicosanedioic acid or docosanedioic acid via a Diels-Alder type of cyclization. Compounds 1- 4 and 6 showed mild cytotoxicity against a panel of five human solid tumor cell lines.
ISSN:0960-894X
DOI:10.1016/j.bmcl.2009.08.094