Abstract
A new cytotoxic bromotyrosine-derived secondary metabolite, 11-oxoaerothionin [3], was isolated from the Caribbean sea sponge Aplysina lacunosa. The structure of 3 was argued on the basis of detailed spectroscopic analysis and by chemical conversion to the known antibiotic compound 11-hydroxyaerothionin [2]. When screened against a panel of four human cell lines, 11-oxoaerothionin [3] showed pronounced as well as selective antitumor activity toward the human colon (HCT 116) cell line within the limited concentration range of 0.01-0.1 microgram/ml.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Animals
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Antineoplastic Agents / isolation & purification*
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Cell Survival / drug effects
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Colonic Neoplasms
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Drug Screening Assays, Antitumor
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Humans
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Magnetic Resonance Spectroscopy
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Molecular Conformation
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Molecular Structure
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Oxazoles / chemistry
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Oxazoles / isolation & purification*
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Oxazoles / pharmacology
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Porifera / chemistry*
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Spiro Compounds / chemistry
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Spiro Compounds / isolation & purification*
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Spiro Compounds / pharmacology
Substances
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Antineoplastic Agents
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Oxazoles
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Spiro Compounds
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11-oxoaerothionin