Abstract
Three new secondary metabolites, amycofuran (1), amycocyclopiazonic acid (2), and amycolactam (3), were isolated from the sponge-associated rare actinomycete Amycolatopsis sp. Based on combined spectroscopic analyses, the structures of 1-3 were determined to be a new benzofuran glycoside and new indole alkaloids related to cyclopiazonic acids, a class that has previously only been reported in fungi. The absolute configurations of 1 and 3 were deduced by ECD calculations, whereas that of 2 was determined using the modified Mosher method. Amycolactam (3) displayed significant cytotoxicity against the gastric cancer cell line SNU638 and the colon cancer cell line HCT116.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Actinomycetales / isolation & purification
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Actinomycetales / metabolism*
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Animals
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology
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Benzofurans / chemistry
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Benzofurans / isolation & purification
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Benzofurans / pharmacology
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Cell Line, Tumor
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Drug Screening Assays, Antitumor
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Glycosides / chemistry
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Glycosides / isolation & purification
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Glycosides / pharmacology*
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HCT116 Cells
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Humans
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Indole Alkaloids / chemistry
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Indole Alkaloids / isolation & purification
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Indole Alkaloids / pharmacology*
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Indoles / chemistry
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Indoles / isolation & purification
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Indoles / pharmacology
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Porifera / microbiology*
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Pyrrolidinones / chemistry
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Pyrrolidinones / isolation & purification
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Pyrrolidinones / pharmacology
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Secondary Metabolism
Substances
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Antineoplastic Agents
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Benzofurans
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Glycosides
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Indole Alkaloids
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Indoles
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Pyrrolidinones
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amycolactam