Abstract
Limaol (1), along with a dinophysistoxin 1 derivative and an okadaic acid (OA) derivative, was isolated from the large-scale cultivation of the benthic marine dinoflagellate Prorocentrum lima. The structure of 1 was determined by a combination of NMR spectroscopy and mass spectrometry and contained tetrahydropyran, 1,3,5,7-tetra(methylene)heptane, and octahydrospiro[pyran-2,2'-pyrano[3,2-b]pyran] moieties. The absolute configuration of 1 was completely elucidated on the basis of ROESY correlations, J-based configuration analysis, and modified Mosher's ester analysis. Limaol showed moderate cytotoxicity when compared to OA against three cancer cell lines.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Cell Line, Tumor
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Dinoflagellida / chemistry*
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Magnetic Resonance Spectroscopy
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Marine Toxins / chemistry*
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Molecular Structure
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Okadaic Acid / chemistry*
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Okadaic Acid / isolation & purification*
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Okadaic Acid / pharmacology
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Polyketides / chemistry
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Polyketides / isolation & purification*
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Polyketides / pharmacology*
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Pyrans / chemistry
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Pyrans / isolation & purification*
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Pyrans / pharmacology
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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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Marine Toxins
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Polyketides
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Pyrans
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Spiro Compounds
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limaol
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Okadaic Acid
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dinophysistoxin 1